反应详情

温度

0 °C

A cooled (0° C.) solution of ethyl 4-chloro-1-((trans-4-(2-chloro-5-(trifluoromethyl)benzamido)cyclohexyl)methyl)-1H-pyrazole-3-carboxylate (step 1)(40 mg, 0.081 mmol) in THF (1 ml) was treated with LiAlH4 (6.1 mg, 0.162 mmol) and stirred at 0° C. After 3 h a grey suspension formed. The reaction was quenched by dropwise addition water (0.1 ml in THF 5 ml), followed by 1 M NaOH (0.1 ml) and water (0.3 ml). The reaction mixture was stirred and allowed to warm to RT overnight. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The crude product was triturated with Et2O to afford the title compound as a white solid; 1H NMR (400 MHz, DMSO-d6) δ 8.5 (1H, d), 7.9 (1H, s), 7.8 (1H, d), 7.7 (2H, d), 5.0 (1H, s), 4.4 (2H, s), 3.9 (2H, d), 3.7 (1H, m), 1.9 (2H, d), 1.7 (1H, m), 1.6 (2H, d), 1.2 (2H, m), 1.1 (2H, m). LC-MS: Rt 2.47 mins; MS m/z 450.5 [M+H]+; Method LowpH_v002.

1. customAfter 3 h a grey suspension formed
2. customThe reaction was quenched by dropwise addition water (0.1 ml in THF 5 ml)
3. stirringThe reaction mixture was stirred
4. temperatureto warm to RT overnight
5. filtrationThe resulting mixture was filtered
6. concentrationthe filtrate was concentrated in vacuo
7. customThe crude product was triturated with Et2O