反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
To an ice-cooled solution of 2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-8-(1-isopropylpiperidin-4-ylsulfanyl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene from Example 49 (102 mg, 0.219 mmol) in DCM (10 mL) was added TFA (84 μL, 1.09 mmol) followed by a solution of m-CPBA (42 mg, 0.241 mmol) in DCM (2 mL). The resulting mixture was stirred for 15 min at 0° C. then volatiles were removed under reduced pressure. The crude material was purified by column chromatography (C18, gradient 20-45% MeOH in 0.5% TFA/H2O) and then loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH and the product eluted with 0.5M NH3 in MeOH affording 242 as a colorless solid (92 mg, 87%). LCMS: RT 2.54 min [M+H]+ 483.1. 1H NMR (DMSO, 400 MHz): δ 8.58 (1H, d, J=8.39 Hz), 7.96 (1H, s), 7.36 (1H, dd, J=8.39, 1.75 Hz), 7.26 (1H, d, J=1.72 Hz), 5.86-5.73 (1H, m), 4.57 (4H, s), 2.90-2.59 (4H, m), 2.26 (3H, s), 2.17-2.02 (2H, m), 1.84 (1H, bd, J=12.25 Hz), 1.58-1.38 (9H, m), 0.92 (6H, dd, J=6.52, 1.72 Hz)
WORKUP
后处理
- customwere removed under reduced pressure
- customThe crude material was purified by column chromatography (C18, gradient 20-45% MeOH in 0.5% TFA/H2O)
- washThe cartridge was washed with MeOH
- washthe product eluted with 0.5M NH3 in MeOH affording 242 as a colorless solid (92 mg, 87%)