With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3197-44-2,(R)-Piperidin-2-ylmethanol,as a common compound, the synthetic route is as follows.
7-Chloro-1-(3,5-difluoropyridin-2-yl)-6-fluoro-N-(1,1,1,3,3,3-hexafluoropropan-2-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide (50.0 mg, 99.1 mumol) was initially charged in 1 ml of DMF, (2R)piperidin-2-ylmethanol (12.6 mg, 109 mumol) and N,N-diisopropylethylamine (8.6 mul, 50 mumol) were added and the mixture was stirred at 55 C. for 8 h. More (2R)-piperidin-2-ylmethanol (5.7 mg, 50 mumol) and N,N-diisopropylethylamine (8.6 mul, 50 mumol) were added and the mixture was stirred at 55 C. The reaction solution was cooled and purified by preparative HPLC (RP18 column, mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid). The product fractions were combined and concentrated by evaporation. This gave 37 mg of the target compound (63% of theory, purity 99%). LC-MS (Method 3): Rt=2.26 min; MS (ESIpos): m/z=584 [M+H]+ 1H NMR (400 MHz, DMSO-d6) delta [ppm]: -0.149 (0.99), -0.008 (7.81), 0.008 (7.07), 0.146 (0.93), 1.339 (1.30), 1.525 (9.67), 1.545 (8.81), 1.616 (2.67), 1.647 (2.17), 1.745 (3.97), 2.328 (1.86), 2.367 (0.68), 2.670 (1.98), 2.711 (0.68), 2.921 (2.17), 2.954 (1.61), 3.002 (1.74), 3.031 (0.99), 3.473 (1.74), 3.489 (3.22), 3.500 (6.02), 3.515 (7.75), 3.529 (6.20), 3.581 (2.54), 3.859 (4.59), 3.892 (4.28), 4.286 (3.16), 4.660 (3.10), 4.697 (4.90), 6.300 (1.05), 6.317 (2.67), 6.335 (3.78), 6.360 (3.91), 6.378 (2.60), 6.397 (0.99), 8.037 (9.92), 8.071 (10.23), 8.339 (4.53), 8.357 (4.09), 8.629 (16.00), 8.635 (15.32), 8.956 (9.80), 11.224 (12.84), 11.250 (12.34)., 3197-44-2
The synthetic route of 3197-44-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; VAKALOPOULOS, Alexandros; BOULTADAKIS ARAPINIS, Melissa; STRAUB, Alexander; TINEL, Hanna; BRECHMANN, Markus; WITTWER, Matthias Beat; KULLMANN, Maximilian Andreas; FREUDENBERGER, Till; MONDRITZKI, Thomas; MARQUARDT, Tobias; (165 pag.)US2019/263805; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem