Category: 3718-04-5

Reference of 3718-04-5,Some common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, molecular formula is C5H6N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 35 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-( 1 -propyl- lH-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (400 mg, 4.25 mmol) was dissolved in THF (2 mL) and the solution was cooled to 0 C. The reaction vial was charged with 60% sodium hydride in mineral oil (170 mg, 4.25 mmol) and the reaction mixture stirred for 10 min at 0 C. To the mixture was added 1-iodopropane (0.415 mL, 4.25 mmol) and the reaction was stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and diluted with dichloromethane (25 mL). The organic phases were combined, passed through a phase separator and concentrated to afford the crude product. The crude material was purified by column chromatography (1-10% dichloromethane/methanol) to afford a mixture of l-propyl-4-vinyl-lH-imidazole and l-propyl-5-vinyl-lH-imidazole (511 mg, 3.72: 1). l-propyl-4-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.83 – 0.91 (m, 3 H), 1.66 – 1.82 (m, 2 H), 3.74 – 3.90 (m, 2 H), 5.11 (dd, J=11.12, 1.52 Hz, 1 H), 5.73 – 5.87 (m, 1 H), 6.52 (dd, J=17.18, 11.12 Hz, 1 H), 6.80 (s, 1 H), 7.58 (s, 1 H). l-propyl-5-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.78 – 0.93 (m, 3 H), 1.63 – 1.82 (m, 2 H), 3.76 – 3.90 (m, 2 H), 5.22 (d, J=11.12 Hz, 1 H), 5.57 (d, J=17.18 Hz, 1 H), 6.41 (dd, J=17.43, 11.37 Hz, 1 H), 7.17 (s, 1 H), 7.63 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Vinyl-1H-imidazole, its application will become more common.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C5H6N2

Example 20 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-(l -methyl- 1 H-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol and (EN)-2-(4-fluorophenvn-l-methyl-l-(4-(2-(l -methyl-lH-imidazol- 5-yl)vinyl)phenyl)-1.2.3.4-tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (357 mg, 3.79 mmol) was dissolved in tetrahydrofuran (2 mL) and the solution was cooled to 0C. Sodium hydride (60% dispersion in mineral oil, 152 mg, 3.79 mmol) was added and the mixture was stirred for 10 min at 0C. The reaction mixture was charged with iodomethane (237 mu^, 3.79 mmol) and stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and dichloromethane (25 mL) was added. The organic phase was collected, passed through a phase separator and concentrated to give crude product. Crude material was purified by silica gel chromatography (0-20% methanol/dichloromethane) to afford a mixture of 1 -methyl -4-vinyl-lH- imidazole and l-methyl-5 -vinyl- lH-imidazole (290 mg, 71% yield) as a yellow oil. NMR (400 MHz, CHLOROFORM-^ delta 3.51 (s, 3 H), 3.49 (s, 3 H), 4.97 (dd, J=11.12, 1.52 Hz, 1 H), 5.09 (dd, J=11.12, 1.01 Hz, 1 H), 5.44 (dd, J=17.68, 1.01 Hz, 1 H), 5.67 (dd, J=17.43, 1.77 Hz, 1 H), 6.25 – 6.49 (m, 2 H), 6.62 – 6.73 (m, 1 H), 7.04 (s, 1 H), 7.25 (d, J=7.58 Hz, 2 H).

The synthetic route of 5-Vinyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3718-04-5, name is 5-Vinyl-1H-imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 3718-04-5

To a stirred solution of salen ligand (0.23 g, 0.9 mmol, 0.05 eq.) in i-PrOH (15 mL) was added MnCl2 (0.11 g, 0.9 mmol, 0.05 eq.) in anopened flask. After stirring with air bubbling at rt for 10 min, a solutionof SG1 nitroxide (5.09 g, 17 mmol, 1.0 eq.) and 4-vinyl-1H-imidazole 29(1.87 g, 20 mmol, 1.2 eq.) in i-PrOH (25 mL) was added, followed bysolid NaBH4 (0.75 g, 20 mmol, 1.2 eq.) added in small portions below25 C. The mixture was stirred at rt for 5.5 h, and the solvent was removedin vacuo. Then sat. NaHCO3 and CH2Cl2 were added and extractedwith CH2Cl2. The combined organic phase was washed withbrine, dried with MgSO4, and concentrated to afford a crude product asa 1: 1 mixture of diastereoisomers (31P-NMR ratio). The crude was separatedby flash column chromatography (CH2Cl2: MeOH=100: 0 to9: 1) to afford (RR/SS)-4a (1.29 g, 19%) and (RS/SR)-4a (1.38 g, 20%).(RR/SS)-4a: pale yellow solid; m.p.: 36-38 C; Rf=0.35 (CH2Cl2:MeOH=9: 1); 1H NMR (CDCl3, 400 MHz): delta 1.05 (s, 9H), 1.19 (t,J=7.1 Hz, 3H), 1.25 (s, 9H), 1.34 (t, J=7.1 Hz, 3H), 1.70 (d,J=6.6 Hz, 3H), 3.37 (d, J=27.4 Hz, 1H), 3.73-3.87 (m, 1H),3.93-4.07 (m, 2H), 4.07-4.20 (m, 1H), 5.13 (q, J=6.6 Hz, 1H), 6.91 (s,1H), 7.56 (s, 1H); 13C{1H}-NMR (CDCl3, 75 MHz): delta 16.0 (d,J=6.6 Hz), 16.2 (d, J=6.6 Hz), 20.2 (s), 27.5 (s), 30.5 (d, J=6.1 Hz),35.1 (d, J=4.4 Hz), 59.0 (d, J=7.2 Hz), 61.27 (d, J=6.0 Hz), 61.30(s), 69.5 (d, J=139.7 Hz), 73.7 (s), 121.2 (br. s), 134.6 (br. s), 136.2(br. s); 31P{1H}-NMR (CDCl3, 162 MHz): delta 26.45; HRMS (ESI-TOF) m/z:[M+H]+ Calcd for C18H37N3O4P 390.2516; Found 390.2514. (RS/SR)-4a: pale yellow solid; m.p.: 100-102 C; Rf=0.47 (CH2Cl2:MeOH=9: 1); 1H NMR (CDCl3, 400 MHz): delta 1.14 (s, 9H), 1.17 (s, 9H),1.20 (t, J=7.1 Hz, 3H), 1.36 (t, J=7.1 Hz, 3H), 1.62 (d, J=6.6 Hz,3H), 3.48 (d, J=27.9 Hz, 1H), 3.73-3.85 (m, 1H), 3.92-4.09 (m, 2H),4.09-4.21 (m, 1H), 5.11 (q, J=6.6 Hz, 1H), 7.01 (s, 1H), 7.54 (s, 1H);13C{1H}-NMR (CDCl3, 75 MHz): delta 15.9 (d, J=3.3 Hz), 16.0 (d,J=2.8 Hz), 17.6 (s), 27.8 (s), 30.7 (d, J=5.5 Hz), 35.0 (d, J=5.0 Hz),59.4 (d, J=7.7 Hz), 60.8 (s), 61.6 (d, J=6.6 Hz), 69.0 (d,J=138.6 Hz), 70.4 (s), 125.7 (br. s), 130.9 (br. s), 134.8 (s); 31P{1H}-NMR (CDCl3, 162 MHz): delta 27.59; HRMS (ESI-TOF) m/z: [M+H]+Calcd for C18H37N3O4P 390.2516; Found 390.2515.

The synthetic route of 3718-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamasaki, Toshihide; Buric, Duje; Chacon, Christine; Audran, Gerard; Braguer, Diane; Marque, Sylvain R.A.; Carre, Manon; Bremond, Paul; Bioorganic and Medicinal Chemistry; vol. 27; 10; (2019); p. 1942 – 1951;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3718-04-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3718-04-5 as follows.

Example 35 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-( 1 -propyl- lH-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (400 mg, 4.25 mmol) was dissolved in THF (2 mL) and the solution was cooled to 0 C. The reaction vial was charged with 60% sodium hydride in mineral oil (170 mg, 4.25 mmol) and the reaction mixture stirred for 10 min at 0 C. To the mixture was added 1-iodopropane (0.415 mL, 4.25 mmol) and the reaction was stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and diluted with dichloromethane (25 mL). The organic phases were combined, passed through a phase separator and concentrated to afford the crude product. The crude material was purified by column chromatography (1-10% dichloromethane/methanol) to afford a mixture of l-propyl-4-vinyl-lH-imidazole and l-propyl-5-vinyl-lH-imidazole (511 mg, 3.72: 1). l-propyl-4-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.83 – 0.91 (m, 3 H), 1.66 – 1.82 (m, 2 H), 3.74 – 3.90 (m, 2 H), 5.11 (dd, J=11.12, 1.52 Hz, 1 H), 5.73 – 5.87 (m, 1 H), 6.52 (dd, J=17.18, 11.12 Hz, 1 H), 6.80 (s, 1 H), 7.58 (s, 1 H). l-propyl-5-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.78 – 0.93 (m, 3 H), 1.63 – 1.82 (m, 2 H), 3.76 – 3.90 (m, 2 H), 5.22 (d, J=11.12 Hz, 1 H), 5.57 (d, J=17.18 Hz, 1 H), 6.41 (dd, J=17.43, 11.37 Hz, 1 H), 7.17 (s, 1 H), 7.63 (s, 1 H). To a microwave vial, l-(4-bromophenyl)-2-(4-fluorophenyl)-6-methoxy-l- methyl- 1, 2,3 ,4-tetrahydroisoquinoline (0.13 g, 0.305 mmol) was dissolved in DMF (2 mL) and triethylamine (213 mu^, 1.525 mmol). To the solution was added a mixture of 1 -propyl -4-vinyl- lH-imidazole and l-propyl-5 -vinyl- lH-imidazole (125 mg, 0.915 mmol) and Pd(PPh3)2Cl2 (0.032 g, 0.046 mmol). The system was flushed with nitrogen and heated at 150 C for 1 h under microwave radiation. The mixture was cooled to room temperature and quenched with saturated ammonium chloride. The reaction mixture was extracted with dichloromethane (3 x), the organic layers were combined, passed through a phase separator, and concentrated to give crude material. The crude material was purified by silica gel chromatography (0-75% ethyl acetate/heptanes) to afford mixture of two isomers (141 mg, 0.293 mmol, 96% yield). LC MS (m/z, MH+): 482.1. A mixture of (E)-2-(4-fluorophenyl)-6-methoxy-l-methyl-l-(4-(2-(l-propyl- lH-imidazol-4-yl)vinyl)phenyl)- 1,2,3 ,4-tetrahydroisoquinoline and (E)-2-(4-fluorophenyl)-6- methoxy- 1 -methyl- 1 -(4-(2-( 1 -propyl- 1 H-imidazol-5-yl)vinyl)phenyl)- 1 ,2,3 ,4- tetrahydroisoquinoline (0.141 g, 0.293 mmol) was dissolved in dichloromethane (2.93 mL) and cooled to 0 C. Ethanethiol (404 mu , 5.46 mmol) was added followed by aluminum chloride (293 mg, 2.196 mmol). The reaction was warmed to room temperature and stirred for 3 h. The reaction was quenched with water and brought to pH 6 with saturated sodium bicarbonate. The aqueous layer was extracted thrice with dichloromethane. The organic layers were combined, passed through a phase separator, and concentrated. The crude material was purified by silica gel chromatography (0-75% ethyl acetate/heptanes) to afford a mixture of the two isomer products (69 mg). This mixture was urified via SFC (25% methanol with 10 mM ammonium hydroxide in carbon dioxide) to provide one single isomer (E)-2-(4-fluorophenyl)- 1 -methyl- l-(4-(2-(l -propyl- lH-imidazol-4-yl)vinyl)phenyl)-l,2,3,4-tetrahydroisoquinolin-6-ol as a white solid (17 mg, 12% yield). LC MS (m/z, MH+): 468.2. NMR (400 MHz, METHANOL-^) delta 0.86 (t, J=7.33 Hz, 3 H), 1.56 (s, 3 H), 1.78 (sxt, J=7.28 Hz, 2 H), 2.73 – 2.84 (m, 1 H), 2.93 – 3.05 (m, 1 H), 3.09 – 3.17 (m, 1 H), 3.31 – 3.40 (m, 1 H), 3.96 (t, J=7.07 Hz, 2 H), 5.39 (s, 1 H), 6.37 – 6.44 (m, 1 H), 6.45 – 6.61 (m, 5 H), 6.62 – 6.70 (m, 2 H), 6.85 – 6.95 (m, 1 H), 7.00 – 7.11 (m, 3 H), 7.27 (d, J=8.08 Hz, 2 H).

According to the analysis of related databases, 3718-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3718-04-5, A common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, molecular formula is C5H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 35 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-( 1 -propyl- lH-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (400 mg, 4.25 mmol) was dissolved in THF (2 mL) and the solution was cooled to 0 C. The reaction vial was charged with 60% sodium hydride in mineral oil (170 mg, 4.25 mmol) and the reaction mixture stirred for 10 min at 0 C. To the mixture was added 1-iodopropane (0.415 mL, 4.25 mmol) and the reaction was stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and diluted with dichloromethane (25 mL). The organic phases were combined, passed through a phase separator and concentrated to afford the crude product. The crude material was purified by column chromatography (1-10% dichloromethane/methanol) to afford a mixture of l-propyl-4-vinyl-lH-imidazole and l-propyl-5-vinyl-lH-imidazole (511 mg, 3.72: 1). l-propyl-4-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.83 – 0.91 (m, 3 H), 1.66 – 1.82 (m, 2 H), 3.74 – 3.90 (m, 2 H), 5.11 (dd, J=11.12, 1.52 Hz, 1 H), 5.73 – 5.87 (m, 1 H), 6.52 (dd, J=17.18, 11.12 Hz, 1 H), 6.80 (s, 1 H), 7.58 (s, 1 H). l-propyl-5-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.78 – 0.93 (m, 3 H), 1.63 – 1.82 (m, 2 H), 3.76 – 3.90 (m, 2 H), 5.22 (d, J=11.12 Hz, 1 H), 5.57 (d, J=17.18 Hz, 1 H), 6.41 (dd, J=17.43, 11.37 Hz, 1 H), 7.17 (s, 1 H), 7.63 (s, 1 H). To a microwave vial, l-(4-bromophenyl)-2-(4-fluorophenyl)-6-methoxy-l- methyl- 1, 2,3 ,4-tetrahydroisoquinoline (0.13 g, 0.305 mmol) was dissolved in DMF (2 mL) and triethylamine (213 mu^, 1.525 mmol). To the solution was added a mixture of 1 -propyl -4-vinyl- lH-imidazole and l-propyl-5 -vinyl- lH-imidazole (125 mg, 0.915 mmol) and Pd(PPh3)2Cl2 (0.032 g, 0.046 mmol). The system was flushed with nitrogen and heated at 150 C for 1 h under microwave radiation. The mixture was cooled to room temperature and quenched with saturated ammonium chloride. The reaction mixture was extracted with dichloromethane (3 x), the organic layers were combined, passed through a phase separator, and concentrated to give crude material. The crude material was purified by silica gel chromatography (0-75% ethyl acetate/heptanes) to afford mixture of two isomers (141 mg, 0.293 mmol, 96% yield). LC MS (m/z, MH+): 482.1.

The synthetic route of 3718-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3718-04-5, These common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 20 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-(l -methyl- 1 H-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol and (EN)-2-(4-fluorophenvn-l-methyl-l-(4-(2-(l -methyl-lH-imidazol- 5-yl)vinyl)phenyl)-1.2.3.4-tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (357 mg, 3.79 mmol) was dissolved in tetrahydrofuran (2 mL) and the solution was cooled to 0C. Sodium hydride (60% dispersion in mineral oil, 152 mg, 3.79 mmol) was added and the mixture was stirred for 10 min at 0C. The reaction mixture was charged with iodomethane (237 mu^, 3.79 mmol) and stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and dichloromethane (25 mL) was added. The organic phase was collected, passed through a phase separator and concentrated to give crude product. Crude material was purified by silica gel chromatography (0-20% methanol/dichloromethane) to afford a mixture of 1 -methyl -4-vinyl-lH- imidazole and l-methyl-5 -vinyl- lH-imidazole (290 mg, 71% yield) as a yellow oil. NMR (400 MHz, CHLOROFORM-^ delta 3.51 (s, 3 H), 3.49 (s, 3 H), 4.97 (dd, J=11.12, 1.52 Hz, 1 H), 5.09 (dd, J=11.12, 1.01 Hz, 1 H), 5.44 (dd, J=17.68, 1.01 Hz, 1 H), 5.67 (dd, J=17.43, 1.77 Hz, 1 H), 6.25 – 6.49 (m, 2 H), 6.62 – 6.73 (m, 1 H), 7.04 (s, 1 H), 7.25 (d, J=7.58 Hz, 2 H). To a 5 mL microwave vial, l-(4-bromophenyl)-2-(4-fluorophenyl)-l-methyl- l,2,3,4-tetrahydroisoquinolin-6-ol (Intermediate Ml) (100 mg, 0.243 mmol) was dissolved in dimethylformamide (1.617 mL) and triethylamine (169 mu^, 1.213 mmol) was added. The vial was charged with a mixture of l-methyl-4 -vinyl- lH-imidazole and 1 -methyl-5 -vinyl- 1H- imidazole (1.455 mL, 0.728 mmol) and Pd(PPh3)2Cl2 (26 mg, 0.036 mmol). The system was flushed with nitrogen and heated at 150 C for 1 h under microwave radiation. The mixture was cooled to room temperature and quenched with saturated ammonium chloride. The reaction mixture was extracted three times with dichloromethane, the organic layers were combined, passed through a phase separator and concentrated to give crude material. The crude material was purified on an achiral C4 waters Atlantis Hilic 19 x 150mm 5um column with a mobile phase of 5-10% methanol with 10 mM ammonium hydroxide at a flow rate of 80 g/min to obtain (E)-2-(4- fluorophenyl)- 1 -methyl- 1 -(4-(2-( 1 -methyl- 1 H-imidazol-4-yl)vinyl)phenyl)- 1 ,2,3 ,4- tetrahydroisoquinolin-6-ol (2.4 mg, 2% yield) as a yellow solid and (E)-2-(4-fluorophenyl)-l- methyl-l-(4-(2-(l -methyl- lH-imidazol-5-yl)vinyl)phenyl)-l, 2,3 ,4-tetrahydroisoquinolin-6-ol (4 mg, 3% yield) as a white solid.

The synthetic route of 3718-04-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 3718-04-5, These common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation of Intermediates C Intermediate CI (iT)-2-(4-fluorophenyl)-6-methoxy-l-methyl-l-(4-(2-(l-((2-(trimethylsilyl)ethoxy)methyl)-lH- imidazol-4-yl)vinyl)phenyl)-1.2.3.4-tetrahydroisoquinoline To a 30 mL screw cap vial, 4-vinyl-lH- imidazole (260 mg, 2.76 mmol) was dissolved in dimethylformamide (4 mL) and charged with sodium hydride (60% dispersion in mineral oil, 331 mg, 8.29 mmol). The reaction mixture was stirred at room temperature for 15 min at which time. 2-(Trimethylsilyl)ethoxymethyl chloride (490 muL, 2.76 mmol) was added and the reaction mixture was left to stand for 90 min. The reaction mixture was cooled to 0 C and quenched saturated ammonium chloride. The crude mixture was diluted with dichloromethane, the layers were separated, the organic layer was washed with water and brine. The organic layer was passed through phase separator and concentrated. The crude product was purified by silica gel chromatography (0%-100% ethyl acetate/heptanes) to afford a regioisomeric mixture of l-((2- (trimethylsilyl)ethoxy)methyl)-4-vinyl-lH-imidazole as a white solid (540 mg, 87%). LC MS (m/z, MH+): 225.4.

Statistics shows that 5-Vinyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 3718-04-5.