HRID1258472

反应详情

EQUATION

反应方程式

HRID 1258472 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To the solution of 1-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-8-(4-fluorophenyl)-N,N,2-trimethyl-1,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide (35 mg, 0.067 mmol, Step 9) in tetrahydrofuran was added 1M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.1 mL). The mixture was stirred at room temperature for 2.5 hours. The reaction was quenched by saturated ammonium chloride aqueous solution. The mixture was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by preparative TLC eluting with dichloromethane/methanol (20:1). The obtained product was triturated in hexane to afford the title compound as a pale yellow solid (8.6 mg, 31%)

WORKUP

后处理

  1. customThe reaction was quenched by saturated ammonium chloride aqueous solution
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by preparative TLC
  7. washeluting with dichloromethane/methanol (20:1)
  8. customThe obtained product was triturated in hexane