Category: 89830-98-8

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. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Cyclopropyl-1H-imidazole

[0415] Into a 20-mL microwave tube was added Example 55a (300 mg, 1.339 mmol), Example 55b (173 mg, 1,61 mmol), Cul (100 mg, 0.53mmol), K3P04 (567 mg, 2.68 mmol) and Nu’,Nu2- dimethylcyclohexane-l,2-diamine (75 mg, 0.53mmol) successively. DMF (6 mL) was added by syringe. The mixture was degassed by nitrogen for three times and sealed. The reaction was heated up to 150C by microwave for lh. LC-MS showed reaction completed. The reaction was filtered, washed by MeOH and purified by flash chromatography to afford Example 55c (110 mg, yield: 32.6%, crude) as a yellow solid. LCMS [M+l]+ = 252.0

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

Application of 89830-98-8, These common heterocyclic compound, 89830-98-8, name is 5-Cyclopropyl-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.

NaH (60 mass%) in minera oi (148 mg, 3.6989 mmo) is added to a soution of 4-cycopropy-1H-imidazoe (200 mg, 1.8495 mmo) in DMF (2 mL) at 0 C under anitrogen atmosphere. The mixture is stirred at 0 C for 15 minutes. 1 ,2-Dibromoethane(0.504 mL 5.5484 mmo) is added at 0 C and the mixture is stirred at room temperaturefor 4 hours under a nitrogen atmosphere. The reaction is quenched by addition of water.The mixture is extracted with EtOAc (3x). The organic phase is washed with saturatedNaC (3x), dried over Na2SO4, fitered, and concentrated to dryness. The residue ispurified by siica ge flash chromatography with 3% MeOH in DCM to give the titecompound as a mixture of 1-(2-bromoethy)-4-cycopropy-imidazoe and 1-(2- bromoethy)-5-cycopropy-imidazoe regioisomers (120 mg, 28.7%) as a cooress oi. ES/IVIS (m/z): 215 (M+1).

The synthetic route of 89830-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; LIU, Lian Zhu; WANG, Xiaoqing; WILEY, Michael Robert; (34 pag.)WO2019/50794; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 89830-98-8, A common heterocyclic compound, 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, molecular formula is C6H8N2, 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.

General procedure: A mixture of 9-(2-methyloxazol- 4-yl)-3,4,7,8-tetrahydro-[1 ,4]diazepino[7,1-a]isoquinoline-2,5-dione (140 mg, 0.45 mmol) in DCE (10 mL) was treated with POCI3 (84 mu, 0.91 mmol) and heated to 100 °C for 1 h. The mixture was then allowed to cool to RT, poured onto cold H20 and extracted with DCM. The org. phases were dried over Na2SO,, filtered and concentrated in vacuo. The brown residue obtained was taken up in DCE (5 mL) and 4-cyclopropyl-1H-imidazole (59 mg, 0.54 mmol) and pyridine (110 mu, 1.36 mmol) were then added. The mixture was heated to 100 DC for 1 h, and then allowed to cool to RT, poured onto H20 and extracted with DCM. The org. layers were then dried over Na2S04. filtered and concentrated in vacuo. Purification by SFC (column: 2-Ethylpyridine 5 muetaiota, 250 x 30 mm, 60A, Princeton; eluent: 10percent MeOH/C02 for 1 min, then from 10percent MeOH/C02 to 15percent MeOH/C02 in 6 min; then from 15percent MeOH/C02 to 50percent MeOH/C02 in 1 min; flow 100 mL/min; UV detection at 220 nm) afforded the title compound (42 mg) as beige powder. UPLC-MS: MS 400.2 (M+H+); UPLC rt 0.86 min. 1H NMR (400 MHz, CHLOROFORM- : delta ppm 0.61 – 0.82 (m, 2 H); 0.82 – 0.91 (mr 2 H); 1.78 – 1.96 (m, 1 H); 2.56 (s, 3 H); 3.16 (t, J=6.02 Hz, 2 H); 3.89 (t, J=6.15 Hz, 2 H); 4.37 (br. s., 2 H); 6.62 (s, 1 H); 7.19 (d, J=1.25 Hz, 1 H); 7.38 – 7.48 (m, 1 H); 7.63 – 7.70 (m, 2 H); 7.78 (dd, J=7.65, .13 Hz, 1 H); 7.89 (d, J=1.26 Hz, 1 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; NOVARTIS AG; BEHNKE, Dirk; CARCACHE, David; ERTL, Peter; KOLLER, Manuel; ORAIN, David; WO2014/30128; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H8N2

Into a 50-mL round-bottom flask purged with nitrogen, was placed a solution of 2,4- dichloro-5-(trifluoromethyl)pyridine (800 mg, 3.7 mmol) in DMF (2 mL), 4-cyclopropyl-1H- imidazole (482 mg, 4.4 mmol) and K2C03 (1.53 g, 11.1 mmol). The resulting mixture was stirred at 70°C overnight. Solvent was removed in vacuo. Purification of the crude product on a silica gel column with 30percent EtOAc/PE afforded 360 mg (38percent) of 2-chloro-4-(4-cyclopropyl- 1 H-imidazol- 1 -yl)-5 -(trifluoromethyl)pyridine as a yellow solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 89830-98-8.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; WANG, Guoqiang; SHEN, Ruichao; LONG, Jiang; MA, Jun; XING, Xuechao; HE, Yong; GRANGER, Brett; HE, Jing; WANG, Bin; OR, Yat, Sun; (125 pag.)WO2018/209354; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 89830-98-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

J-1 a (4.84 g; 44.8 mmol) in TH F (60 mL) was added dropwise to a suspension of NaH (1 .97 g; 49.2 mmol) in TH F (200 mL) at 0°C under N2. The mixture was stirred at RT for 30 min and SEM-CI (9.9 mL; 55.9 mmol) in THF(20 mL) was added dropwise at 0°C. The mixture was stirred at RT under N2 for 16 h. Water was added and the product was extracted with DCM. The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The crude was purified by preparative LC (Irregular SiOH 20-45 [Jim , 150g Merck, Mobile phase Gradient from 50percent DCM, 50percent heptane to 100percent DCM). The fractions containing pure compound were combined and the solvent was removed under reduced pressure to give 6.6 g of J-1 b as a yellow oil (62percent).Mixture of 2 regioisomers : 70/30Minoritory regioisomer : 1H NMR (DMSO-de, 400MHz) : 5(ppm) 7.64 (s, 1 H), 6.56 (s, 1 H), 5.34 (s, 1 H), 3.45 (t, J = 8.08 Hz, 2H), 1 .73-1 .78 (m, 1 H), 0.80-0.86 (m, 2H), 0.72-0.74 (m, 2H), 0.52-0.57 (m, 2H), -0.04 (s, 9H).Majoritory regioisomer :1H NMR (DMSO-de, 400MHz) : 5(ppm) 7.56 (s, 1 H), 6.94 (s, 1 H), 5.20 (s, 1 H), 3.43 (t, J = 8.08 Hz, 2H), 1 .73-1 .78 (m, 1 H), 0.80-0.86 (m, 2H), 0.72-0.74 (m, 2H), 0.56-0.62 (m, 2H), -0.04 (s, 9H). BuLi (1.6M in hexane)(1 1 mL; 17.6 mmol) was added to a solution of J-1 b (3.5 g; 14.7 mmol) in THF (60 mL) at -50°C. The mixture was stirred at the sametemperature for 30 min and DMF (1 .7 mL; 22 mmol) was added. The mixture was warmed slowly to RT in 1 h and NH2OH,HCI (970 mg; 29.4 mmol) was added and the mixture was stirred at RT for 16h. Water was added and the product was extracted with DCM (3 times), washed with brine, dried over MgS04 and the solvent was removed under reduced pressure to give 4.1 g (quantitative yield) of the mixture of isomers K-1 as yellow oil.HPLC Rt (min) = 5.30, 5.41 and 5.90 ; MS M+ (H+): 282 (method V2002V2002)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Cyclopropyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

89830-98-8, name is 5-Cyclopropyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 89830-98-8

To a solution of 2-chloro-N-(2 ,4-d imethoxybenzyl)-5-n itrobenzenesulfonamide (700 mg,1.81 mmol) in acetonitrile (14 mL) were added 5-cyclopropyl-1H-imidazole (294 mg,2.71 mmol, CAS-RN 89830-98-8) and powdered potassium carbonate (750 mg,5.43 mmol) and the mixture was irradiated for lh at 12000 in the microwave. 4- Cyclopropyl-1H-imidazole (196 mg, 1.81 mmol) was added, and microwave irradiation was continued for 2h at 140°C. The reaction mixture was filtered and concentrated in vacuo, and the residue was extracted with dichloromethane and water. The aqueous phase was washed three times with dichloromethane. Then the combined organic phaseswere washed with brine and dried using a Whatman filter. Concentration under reduced pressure led to the title compound that was purified by flash chromatography (309 mg, 22percent yield, 60percent purity).LC-MS (Method A): Rt = 1.06 mm; MS (ESIpos): mlz = 459 [M+H]1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.71 (m, 2H), 0.82 (m, 2H), 1.87 (m, 1H), 3.61 (s,3H), 3.68 (s, 3H), 4.01 (d, 2H), 6.33 (d, 1H), 6.36 (dd, 1H), 7.02 (d, 1H), 7.17 (s, 1H), 7.67 (d, 1H), 7.74 (s, 1H), 8.41 (dd, 1H), 8.43 (d, 1H), 8.49 (t, 1H).

The synthetic route of 89830-98-8 has been constantly updated, and we look forward to future research findings.

Application of 89830-98-8, 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 89830-98-8 as follows.

Methyl 4-bromothiophene-2-carboxylate (3.32 g, 15.0 mmol),4-cyclopropyl-1H-imidazole (1.08 g, 10.0 mmol),Potassium carbonate (4.14g, 30.0mmol),Cuprous iodide (572 mg, 3.0 mmol),1,10-phenanthroline (720 mg, 3.63 mmol),It was added to 50 mL of toluene, and heated to 110 C under a nitrogen atmosphere for 48 hours. The system was cooled to 25 C, the solvent was removed by rotary evaporation, and the residue was applied to silica gel column chromatography (PE: EA = 3:1).The target product (120 mg, yield 4.8%) was obtained.

According to the analysis of related databases, 89830-98-8, the application of this compound in the production field has become more and more popular.

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. 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Cyclopropyl-1H-imidazole

A solution of methyl 2,5- dioxo-2,3,4,5,7,8-hexahydro-[1,4]diazepino[7,1-a]isoquinoline-9-carboxylate (225 mg, 0.79 mmol) in DCE (20 mL) was treated with POCI3 (0.37 mL, 3.93 mmol) and the mixture was heated to 100 °C for 1 h. The mixture was then allowed to cool to RT, and then concentrated in vacuo, and dried azeotropically with toluene. The residue obtained was taken up in DCE (40 mL) and 4-cyclopropyl-1H-imidazole (261 mg, 2.41 mmol) were added. The mixture was heated to to 100 °C for 1h and then allowed to cool to RT, diluted with DCM and washed with a saturated aq, solution of NaHC03. The org. layer was dried over Na2S04, filtered and concentrated in vacuo. Purification by flash chromatography (Si02, AcOEt MeOH 100. to 90: 10) and crystallization in Et20/petroleum ether gave the title compound (116 mg). UPLC- MS: MS 377.2 (M+H+); UPLC rt 0.88 min. 1H NMR (600 MHz, DMSO-c/6): delta ppm 0.54-0.73 (m, 2H); 0.73-0.88 (m, 2H); 1.74-1.89 (m, 1 H); 3.25 (br s, 2H); 3.67-3.82 (m, 2H); 3.88 (s, 3H); 4.25 (br s, 2H); 7.13 (s, 1H); 7.44 (s, 1H); 7.48-7.57 (m, 1H); 7.96 (d, J=7.65 Hz, 1H); 8.09 (s, 1H); 8.19 (d, J=7.91 , 1H).

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.

Adding a certain compound to certain chemical reactions, such as: 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 89830-98-8, Product Details of 89830-98-8

General Procedure Synthesis of (1a) To a mixture of 4-cyclopropyl-1H-imidazole (4 g, 37 mmol) and 2-fluoro-5-iodo-4-methyl-benzoic acid (1 eq) in DMSO (200 mL) was added Cu2O (0.05 eq), Cs2CO3 (5 eq) and 8-hydroxyquinioline (0.2 eq) in one portion at 20 C. under N2. The mixture was stirred at 20 C. for 5 min, then heated to 100 C. and stirred for 6 hours. LC-MS showed one main peak with the desired MS. The mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (SiO2, EtOAc:MeOH:AcOH=1:0:0 to 5:1:0.005) to give 5-(4-cyclopropylimidazol-1-yl)-2-fluoro-4-methyl-benzoic acid (1a). MS mass calculated for [M+1]+ (C14H13FN2O2) requires m/z 261.1, LCMS found m/z 261.1; 1H NMR (400 MHz, DMSO-d6) delta 13.47 (br s, 1H), 8.03-6.96 (m, 4H), 2.20 (s, 3H), 1.94-1.77 (m, 1H), 0.80 (br s, 2H), 0.70 (br s, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Cyclopropyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Terns, Inc.; XU, Yingzi; HALCOMB, Randall; KIRSCHBERG, Thorsten A.; ROMERO, F. Anthony; (117 pag.)US2019/315767; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 89830-98-8, A common heterocyclic compound, 89830-98-8, name is 5-Cyclopropyl-1H-imidazole, molecular formula is C6H8N2, 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.

[0345] A mixture of Example 13a (600 mg, 5.55mmol) and Example 13b (400 mg, 1.65 mmol) Cul (45 mg, 0.24 mmol), K3P04 (1 g, 4.7 mmol), 4,7-Dihydroxy-l,10-phenanthroline (cas: 3922-40-5, 90 mg, 0.42 mmol), TBAB (386 mg, 1.2 mmol) in H20 (10 mL) under N2 was heated at 100 oC overnight. After cooling, filtered and concentrated under reduced pressure to give the crude and further purified by silica gelchromatography to give the product 200 mg as yellow solid. LCMS [M+1] + =271.0

The synthetic route of 89830-98-8 has been constantly updated, and we look forward to future research findings.

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