HRID1530601

反应详情

EQUATION

反应方程式

HRID 1530601 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To an ice-cooled solution of 2-{4-[8-fluoro-2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-9-ylsulfanyl]piperidin-1-yl}-2-methylpropan-1-ol from Example 8 (148 mg, 0.287 mmol) in DCM (10 mL) was added TFA (67 μL, 0.863 mmol) followed by a solution of m-CPBA (55 mg, 0.316 mmol) in DCM (2 mL). The resulting mixture was stirred for 30 min at 0° C. then volatiles were removed under reduced pressure. The crude material was purified by column chromatography (C18, gradient 10-40% MeOH in 0.5% TFA/H2O) affording 212 as a white solid (135 mg, 88%). LCMS: RT 2.58 min [M+H]+ 531.1. 1H NMR (DMSO, 400 MHz): δ 8.69 (1H, d, J=7.99 Hz), 7.91 (1H, s), 7.13 (1H, d, J=10.67 Hz), 5.67-5.56 (1H, m), 4.65-4.50 (4H, m), 4.20 (1H, t, J=5.39 Hz), 3.20 (2H, d, J=5.03 Hz), 3.09-2.97 (2H, m), 2.84-2.73 (1H, m), 2.25 (3H, s), 2.21-2.07 (2H, m), 1.90-1.82 (1H, m), 1.56-1.38 (9H, m), 0.88 (6H, s)

WORKUP

后处理

  1. customwere removed under reduced pressure
  2. customThe crude material was purified by column chromatography (C18, gradient 10-40% MeOH in 0.5% TFA/H2O)