Category: 71759-87-0

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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 71759-87-0

Methyl (1-N-methyl)imidazole-4-carboxylate. A mixture of 4-iodo-1-methyl-1H-imidazole (500 mg, 2.40 mmol), trans-dichlorobis(triphenylphosphine)palladium(II) (255 mg, 0.30 mmol) and triethylamine (3 mL) in methanol (30 mL) in a pressure vessel was purged with argon for 10 min. The vessel was then pressurized with carbon monoxide to 250 psi and heated at 100 C. for 2 days. After cooling to room temperature, the reaction mixture was filtered through Celite, and concentrated under vacuum. The resultant residue was purified by flash chromatograph on silica gel (5% MeOH in CHCl3) to give title compound. 1H NMR (400 MHz, CDCl3) delta 7.60 (s, 1H), 7.28 (s, 1H), 3.90 (s, 3H), 3.78 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 71759-87-0 as follows. category: imidazoles-derivatives

Example 54: 3-[1-(2,6-Dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1 H-pyrrolo[2,3-b]pyridine[340] To a stirred mixture of 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(4,4,5,5- tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (10.0 mg, 0.0229 mmol), 4-iodo- 1-methyl-1H-imidazole (7.17 mg, 0.0344 mmol), potassium carbonate (9.53 mg, 0.0689 mmol) in DME (2.0 ml.) and H2O (0.40 ml.) was added (1 ,1′-bis-(diphenylphosphino)ferrocene) palladium dichloride (0.84 mg, 0.001 1 mmol) under nitrogen atmosphere. The resulting mixture was refluxed at 100 C for 90 min. The solvent was then removed under reduced pressure and the resulting residue was purified by a flash chromatography (eluent: 2% MeOH in DCM) to give desired product. 1H NMR (400 MHz, CD3OD): delta = 1.88 (d, J = 7.1 Hz, 3 H), 3.75 (s, 3 H), 5.30 (q, J = 6.8 Hz, 1 H), 7.12-7.18 (m, 1 H), 7.22 (d, J = 1.5 Hz, 1 H), 7.33 (d, J = 1.3 Hz, 1 H), 7.39 (br. s., 1 H), 7.62 (s, 1 H), 7.67 (d, J = 2.0 Hz, 1 H), 8.48 (d, J = 2.0 Hz, 1 H). MS (ES+): m/z 389.05 [MH+]. HPLC: tR =2.54 min (ZQ3, polar_5 min)

According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; CHEN, Xin; JIN, Meizhong; KLEINBERG, Andrew; LI, An-hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2010/59771; (2010); 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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Computed Properties of C4H5IN2

To a solution of 2-benzyloxy-5-(4,4, 5,5-tetramethyl-[i , 3,2]dioxaborolan-2-yl)benzamide (Preparation 162, 5 g, i4.i6 mmol) and 4-iodo-i-methyl-iH-imidazole (2.94 g, i4.i6 mmol) in DMF (60 mL) was added a solution of potassium carbonate (4.89 g, 35.4i mmol) in water (iO mL). The solution was degassed with argon for i5 minutes followed by the addition of iibis(diphenylphosphino)ferrocene palladium (II) dichloride (578 mg, 0.7i mmol). The reactionwas heated to iioC for i6 hours before cooling and diluting with EtOAc (300 mL). The organic solution was washed with water (2 x iOO mL), brine (75 mL), dried over sodium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 0-4% MeOH in DCM to afford the title compound (i g, 23%).1H NMR (400 MHz, DMSO-d6): O ppm 3.66 (5, 3H), 5.25 (5, 2H), 7.20 (d, iH), 7.34 (t, iH), 7.4i(t, 2H), 7.50-7.54 (m, 4H), 7.59-7.6i (m, 2H), 7.77 (dd, iH), 8.i5 (d, iH). MS mlz 308 [M+H]

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

71759-87-0, 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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below.

[0395] Under inert atmosphere, a mixture of Example 43f (100 mg, 0.27 mmol), Example 43g (144 mg, 0.69 mmol), Pd(PPh3)2Cl2 (19 mg, 0.027 mmol), triethylamine (272 mg, 2.7 mmol) and Cul (5.2 mg, 0.027 mmol) in 10 mL of DMF was stirred at 80C for 2 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by Prep-HPLC (by Ultimate XB-C18, 50 x 250 mm, 10 mum,, speed: 80 mL/min, eluent: H20/CH3CN = from 80/20 to 20/80 over 50 min)to give the desired product (17 mg, yield: 14.2%) as a yellow solid. LCMS [M+l] +=444.0 [0396] 1H NMR (400 MHz, DMSO-d6) delta 10.85 (s, 1H), 8.85 (s, 1H), 8.19 (d, J= 8.3 Hz, 1H), 8.02 (t, J= 8.0 Hz, 1H), 7.89 (d, J= 7.6 Hz, 1H), 7.77 (d, J= 7.1Hz, 1H), 7.68 (s, 1H), 7.57 (s, 1H), 7.38 (d, J=11.1Hz, 1H), 5.72 – 5.61 (m, 1H), 3.67 (s, 3H), 3.32 (s, 3H), 1.42 (d, J= 6.6 Hz, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (227 pag.)WO2018/151830; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem