Synthetic Route of 1435-50-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1435-50-3 as follows.
Step 4) tert-butyl 4-(4-(3-((2.5-dichlorophenyl ethvnyl -lH-pyrrolor2.3-b1pyridin-5-yl -lH- pyrazol- 1 -yPpiperidine- 1 -carboxylate To a suspension of tert-butyl 4-(4-(3-ethynyl-lH-pyrrolo[2,3-b]pyridin-5-yl)-lH-pyrazol-l- yl)piperidine-l -carboxylate (0.20 g, 0.51 mmol) in DMF (15 mL) was added Pd(PPh3)2Cl2 (36 mg, 0.051 mmol), Cul (10 mg, 0.051 mmol) and l,4-dichloro-2-bromobenzene (0.12 g, 0.51 mmol). The mixture was degassed and charged with nitrogen for three times, then Et3 (1.4 mL, 10.2 mmol) was added. The mixture was stirred at 75 C for 2 hours. After the removal of the solvent, the residue was diluted with DCM (100 mL), and then washed with brine (100 mL x 2). The separated organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 1/2) to give the title compound as a yellow solid (0.17 g, 62%). MS (ESI, pos. ion) m/z: 536.1 (M+l); FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, CDC13): delta 1.42 (s, 9H), 1.86 (m, 2H), 2.04 (m, 2H), 2.95 (m, 2H), 4.05 (m, 2H), 4.39 (m, 1H), 7.47 (dd, J=8.7 Hz, 2.6 Hz, 1H), 7.61 (d, J=8.7 Hz, 1H), 7.83 (d, J=2.5 Hz, 1H), 7.97 (d, J=2.6 Hz, 1H), 8.01 (s, 1H), 8.21 (d, J=1.9 Hz, 1H), 8.39 (s, 1H), 8.62 (s, 1H), 12.27 (s, 1H).
According to the analysis of related databases, 1435-50-3, the application of this compound in the production field has become more and more popular.
Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing; WO2014/89280; (2014); A1;,
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