Some common heterocyclic compound, 46006-36-4, name is 1H-Benzimidazole-7-carboxylic acid, molecular formula is C8H6N2O2, 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. SDS of cas: 46006-36-4
Step 1: (lH-Benzo[d]imidazol-4-yl)(l-methyl-lH-spiro[chromeno[4,3- c] pyrazole-4,4 ‘-piperidine] -1 ‘-yl)methanone To a solution of l-methylspiro[chromeno[4,3-c]pyrazole-4,4′-piperidine] (211 mg, 0.830 mmol), lH-benzimidazole-4-carboxylic acid (134 mg, 0.830 mmol) and triethylamine (346 mu?, 2.50 mmol) in dichloromethane (2 mL) was added HATU (314 mg, 0.830 mmol) in one portion and the mixture was stirred for 12 hours. The reaction mixture was treated with 1M NaOH (1 mL) for 10 minutes. Dichloromethane (5 mL) was added. The two layers were separated and the aqueous layer was extracted with dichloromethane (2 5 mL). The organic layers were combined, washed with brine, dried over MgS04, filtered and evaporated to yield a residue that was purified on silica using a gradient of 0.5-30% MeOH in dichloromethane to yield (1 H-benzo[d]imidazol-4-yl)(l -methyl- 1 H-spiro[chromeno[4,3-c]pyrazole-4,4’- piperidine]- -yl)methanone. ESI-MS m/z calc. 399.5, found 400.5 (M+l)+. Retention time: 1.12 minutes (4 min run).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 46006-36-4, its application will become more common.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara, Sabina; GROOTENHUIS, Peter, Diederik, Jan; MILLER, Mark, Thomas; ANDERSON, Corey; PONTILLO, Joseph; KALLEL, Edward, Adam; NUMA, Mehdi, Michael, Djamel; FRIEMAN, Bryan, A.; McCARTNEY, Jason; WORLEY, Jennings, Franklin; ARUMUGAM, Vijayalaksmi; UY, Johnny; HILGRAF, Nicole; BEAR, Brian, Richard; WO2013/67248; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem