Category: 118469-15-1

Electric Literature of 118469-15-1, The chemical industry reduces the impact on the environment during synthesis 118469-15-1, name is 5-Fluoro-2-methyl-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

In a 150 mL round bottom flask, intermediate VI-13 2-methyl 5-fluorobenzimidazole (0.31 g, 2.04 mmol) was added, and potassium carbonate was used as a base (0.30 g, 2.20 mmol), and acetonitrile was stirred at 50 C as a solvent. After 40 minutes, after cooling to room temperature, intermediate V (0.43 g, 1.70 mmol) was added and the mixture was warmed to 75 C. After concentration, extraction, column chromatography separation, drying, etc., the intermediate X-13 (0.48 g) is obtained in a yield of 77.8%; white solid

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-Fluoro-2-methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Southwest University; Zhou Chenghe; Man Nabaonei·lamohan·laao·yadafu; Wang Juan; (39 pag.)CN110305064; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 118469-15-1, A common heterocyclic compound, 118469-15-1, name is 5-Fluoro-2-methyl-1H-benzo[d]imidazole, molecular formula is C8H7FN2, 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.

(0621) A mixture of 4-(bromomethyl)-3-fluorobenzonitrile (499 mg, 2.33 mmol) and 5-fluoro-2- methyl-1H-benzo[d]imidazole (350 mg, 2.33 mmol) in DMF (15 mL) was stirred at 16 C for 16 h. The mixture was washed with water (50 mL) and extracted with EtOAc (3 x 30 mL). The collected organic layers were washed with brine (30 mL) and dried over anhydrous Na2SO4. The mixure was filtered and the filtrate was concentrated to get the crude product. The crude product was purified by reverse-phase Prep-HPLC (preparative HPLC on a GILSON 281 instrument fitted with Phenomenex Synergi C18 250×21.2mmx4um using water and acetonitrile as the eluents. Mobile phase A: water, mobile phase B: acetonitrile (containing: 0.1%TFA-ACN). Gradient: 35-65%, 0-10 min; 100% B, 10.5-12.5min; 5% B, 13-15min) to give 3-fluoro-4-((5- fluoro-2-methyl-1H-benzo[d]imidazol-1-yl)methyl)benzonitrile as an oil. ESI-MS m/z [M + H]+ : 284.0.

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; MERCK SHARP & DOHME CORP.; WALJI, Abbas; BERGER, Richard; STUMP, Craig, A.; SCHLEGEL, Kelly Ann, S.; MULHEARN, James, J.; GRESHOCK, Thomas, J.; WANG, Deping; FRALEY, Mark, E.; JONES, Kristen, G.; (273 pag.)WO2017/222951; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem