With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.41373-39-1,(S)-Piperidin-2-ylmethanol,as a common compound, the synthetic route is as follows.
50 mg of 6-fluoro-4-oxo-7-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)-N-[(2S)(2S)-1,1,1-trifluorobutan-2-yl]-1-(2,4,6-trifluorophenyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide (86.0 mumol) were dissolved in DMF (980 mul). (2S)-Piperidin-2-ylmethanol (19.8 mg, 172 mumol) and N,N-diisopropylethylamine (52 mul, 300 mumol) were added and the mixture was stirred at RT for 2 h. 0.3 ml of 1 M hydrochloric acid and 1 ml of acetonitrile were then added to the reaction mixture, and the product was purified by preparative HPLC (acetonitrile/water with formic acid, C18 RP-HPLC). The product fractions were combined, concentrated and lyophilized from acetonitrile/water overnight. This gave 37.3 mg (77% of theory, 99% pure) of the title compound. LC-MS (Method 3): Rt=2.25 min; MS (ESIpos): m/z=561 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: -0.149 (0.55), -0.008 (4.87), 0.008 (4.03), 0.146 (0.52), 0.948 (7.19), 0.967 (16.00), 0.985 (7.82), 1.344 (1.09), 1.376 (1.34), 1.471 (1.90), 1.530 (3.44), 1.549 (5.64), 1.577 (2.47), 1.606 (1.34), 1.624 (1.56), 1.631 (1.36), 1.641 (1.83), 1.649 (1.65), 1.659 (1.59), 1.666 (1.77), 1.684 (1.47), 1.703 (0.91), 1.723 (1.95), 1.740 (1.83), 1.832 (0.43), 1.851 (1.31), 1.861 (1.54), 1.869 (1.56), 1.879 (1.74), 1.886 (1.54), 1.896 (1.34), 1.905 (1.15), 1.914 (0.98), 2.367 (0.70), 2.519 (3.11), 2.524 (2.47), 2.711 (0.66), 2.925 (1.07), 2.955 (1.99), 2.988 (1.07), 3.479 (1.00), 3.495 (1.47), 3.506 (2.47), 3.520 (2.63), 3.536 (1.90), 3.559 (1.20), 3.574 (2.02), 3.588 (1.77), 3.616 (0.68), 3.855 (1.79), 3.888 (1.68), 4.288 (2.04), 4.662 (3.01), 4.676 (6.53), 4.689 (2.97), 4.737 (1.41), 4.758 (1.32), 7.531 (1.43), 7.535 (1.41), 7.550 (3.99), 7.555 (4.15), 7.573 (4.28), 7.578 (3.88), 7.597 (1.36), 8.001 (8.41), 8.036 (8.14), 8.869 (13.96), 10.274 (5.15), 10.298 (4.94)., 41373-39-1
As the paragraph descriping shows that 41373-39-1 is playing an increasingly important role.
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