51105-90-9, name is Methyl 1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 51105-90-9
. A solution of methyl 1H-pyrazole-4-carboxylate (500 mg, 3.97 mmol) and dry THF (10 mL) was added to a 0 C (ice/water) suspension of sodium hydride in mineral oil (317 mg, 60% purity,7.93 mmol) and dry THF (10 mL) and was stirred for 1 h with gradual warming to 10 C. The reaction was then treated with a solution of SEM-Cl (793 mg, 4.76 mmol) and dry THF (5 mL) at 0 C and was stirred overnight at 10 C. The reaction was quenched with saturated aqueous NH4C1 (20 mL) and concentrated to dryness. The aqueous phase was extracted with ethyl acetate (20 mL x 2), dried over anhydrous Na2504, filtered, and concentrated to dryness. Theresidue was purified by flash column chromatography (gradient eluent: petroleum ether: ethyl acetate = 100:0 to 85:15) to provide the title compound (400 mg, 39% yield) as a colorless oil. MS (ESI): mass calcd. for C11H20N2O3Si, 256.12; m/z found, 256.9 [M+H]t ?HNMR (400IVIHz, CDC13): oe 8.06 (s, 1H), 7.94 (s, 1H), 5.43 (s, 2H), 3.84 (s, 3H), 3.57 (t, J 8.0 Hz, 2H), 0.91 (t, J= 8.0 Hz, 2H), -0.02 (s, 9H).
The synthetic route of 51105-90-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; JANSSEN PHARMACEUTICA NV; BACANI, Genesis M.; CHAI, Wenying; KOUDRIAKOVA, Tatiana; KRAWCZUK, Paul J.; KREUTTER, Kevin D.; LEONARD, Kristi; RIZZOLIO, Michele C.; SEIERSTAD, Mark; SMITH, Russel C.; TICHENOR, Mark S.; VENABLE, Jennifer D.; WANG, Aihua; (452 pag.)WO2018/112382; (2018); A1;,
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