HRID1095914

反应详情

EQUATION

反应方程式

HRID 1095914 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

A solution of 3-(4-amino-2-chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol (Example 68 step 4, 50 mg) in MeOH (14 ml) and paraformaldehyde (21 mg) was added to a suspension of NaOMe (44 mg) in MeOH (1 ml). The mixture was heated for 2 h under reflux and then cooled to 0° C. NaBH4 (29 mg) was added and the mixture was stirred for 1.5 h at room temperature. Additional NaBH4 (78 mg) was added and the mixture heated 30 min under reflux. Water (30 ml) was added and extracted with DCM. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 30% EtOAc/heptane) to give the title compound (19 mg) as a light yellow foam. MS (m/e)=379.1 [M+H+].

WORKUP

后处理

  1. temperatureThe mixture was heated for 2 h
  2. temperatureunder reflux
  3. temperaturethe mixture heated 30 min
  4. temperatureunder reflux
  5. extractionextracted with DCM
  6. dry with materialThe combined organic layers were dried over Na2SO4
  7. concentrationconcentrated to an oil
  8. customThe residue was purified by flash chromatography (SiO2, 0 to 30% EtOAc/heptane)