Synthetic Route of 31108-57-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.
General procedure: To a solution of II-M1 (510 mg, 1.19 mmol) in Acetone (10 mL) was added K2C03 (245 mg, 1.78 mmol) and 5-methyl-2H-tetrazole (211 mg, 1.42 mmol) at 20C. The mixture was stirred at 20C for 16 hrs. The reaction mixture was treated with water (20 mL). The mixture was extracted with EtOAc (2 x 20 mL). The combined organic phase was washed with brine (20 mL), dried over anhydrous Na2S04, filtered, concentrated in vacuum. The residue was purified by HPLC (Column: YMC-Actus Triart C18 l00*30mm*5um), gradient: 75-95% B (water (0.05%HCl)-ACN), flow rate: 25 mL/min) to afford the mixture II-M2 and II-M2a (Peak 1, 320 mg, ) as a solid and IJ~M2b (Peak 2, 50 mg, ) as a solid. (0920) The mixture II-M2 and II~M2a (320 mg, ) was purified by SFC (column: DAICEL (0921) CHIRALCEL OJ-H(250mm*30mm,5um)), gradient: 35-35% B (0. l%NH3H2O, B= EtOH ), flow rate: 200 mL/min) to afford II-M2 (Peak 1, 49 mg, 8 %) as a solid and II-M2a (Peak 2, 62 mg, 10 %) as a solid. (0922) The residue II-M2b (50 mg, ) was dissolved in MeCN (5 mL) at 25C and concentrated in vacuum to II~M2b (45 mg, 8 %) as a solid.
The chemical industry reduces the impact on the environment during synthesis 1H-Pyrazole-4-carbonitrile. I believe this compound will play a more active role in future production and life.
Reference:
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; BLANCO-PILLADO, Maria, Jesus; LA, Daniel; HARRISON, Boyd, L.; (276 pag.)WO2019/126741; (2019); A1;,
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