Reference of 31108-57-3,Some common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, molecular formula is C4H3N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Synthesis of III-B17 To a solution of III-B16 (90 mg, 0.2 mmol) and lH-pyrazole-4-carbonitrile (37.9 mg, 0.4 mmol) in acetone (5 mL) was added K2C03 (56.2 mg, 0.4 mmol). After stirring at 25C for 2 h, the reaction mixture was extracted with EtOAc (3 x 30 mL). The combined organic solution was washed with saturated brine (30 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by flash column (0-30% of EtOAc in PE) and then by (1240) Prep-HPLC (Column: Waters Xbridge Prep OBD C18 150*30 5 pm; Condition: water (10 mM NH4HC03)-ACN; Begin B: 70; End B: 90; Gradient Time(min): 7; 100%B Hold (1241) Time(min): 1) to give III-B17 (32.6 mg, 53%) as a solid. 1H NMR (400 MHz, CDCl3) dH 7.86 (s, 1H), 7.81 (s, 1H), 5.04 (dd, J= 18.0, 95.6 Hz, 2H), 3.45-3.33 (m, 5H), 2.50 (t, J= 8.8 Hz, 1H), 2.40-2.23 (m, 2H), 1.88-1.10 (m, 23H), 1.00-0.83 (m, 1H), 0.60 (t, J= 7.6 Hz, 3H); LC-ELSD/MS purity 99%, MS ESI calcd. for C27H38N302 [M-H20+H]+ 436.3, found 436.3
The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.
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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