With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.
e. methyl 3-(4-((furo[2.,3-clpyridine-2- carboxamido)methyl)phenylsulfonyl)propanoate:A 25-mL RBF equipped with a magnetic stir bar was charged with furo[2,3- c]pyridine-2-carboxylic acid (135 mg, 0.828 mmol), methyl 3-(4- (aminomethyl)phenylsulfonyl)propanoate hydrochloride (243 mg, 0.828 mmol), EtOH (Volume: 2.7 ml), N-METHYLMORPHOLINE (0.218 ml, 1.986 mmol), and finally EDC (190 mg, 0.993 mmol). The reaction mixture was stirred at rt. LCMS after 75 min shows some conversion, with longer-retaining by-product also forming. LCMS after 3 h shows some more conversion, but not significant. After 3.5 h, HOBT (6.34 mg, 0.041 mmol) was added. LCMS, 75 min after HOBT addition, not much different. LCMS after overnight not much different. The reaction mixture was slowly diluted with water (8.1 mL). The resulting slurry was stirred at rt for 1 h, then filtered on a 30-mL, medium frit, glass Buchner funnel. The solid was washed with water and dried under suction and a positive pressure of nitrogen to yield methyl 3-(4-((furo[2,3-c]pyridine-2- carboxamido)methyl)phenylsulfonyl)propanoate (0.12 g, 0.298 mmol, 36.0 % yield) as a slightly off- white fluffy powder.1H NMR (400 MHz, DMSO-d6): delta 9.67 (t, J = 6.1 Hz, 1H), 9.05 (s, 1H), 8.47 (d, J = 5.2 Hz, 1H), 7.85 (d, J = 8.4 Hz, 2H), 7.82 (dd, J = 5.3, 1.1 Hz, 1H), 7.65 (d, J = 0.8 Hz, 1H), 7.60 (d, J = 8.4 Hz, 2H), 4.59 (d, J = 6.1 Hz, 2H), 3.53 (t, J = 7.2 Hz, 2H), 3.49 (s, 3H), 2.59 (t, J = 7.2 Hz, 2H) ppm.ESMS: 403.03 (M+l)
The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; FORMA THERAPEUTICS, INC.; GENENTECH, INC.; BAIR, Kenneth, W.; BAUMEISTER, Timm; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; DRAGOVICH, Peter; GOSSELIN, Francis; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic J.; ROTH, Bruce; SMITH, Chase, C.; WANG, Zhongguo; YUEN, Po-Wai; ZHENG, Xiaozhang; WO2012/31197; (2012); A1;,
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