反应详情

To a solution of tert-butyl 4-((5-cyanobenzo[d]oxazol-2-yl)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate (Example 144-A) (277 mg, 0.664 mmol) in THF (3.3 mL) was added MeI (0.050 mL, 0.796 mmol) at −78° C. At this point, LHMDS (0.730 mL, 0.730 mmol) was added at the same temperature and the reaction was allowed to warm up to rt over one hour and stirred at rt for 16 hrs. The reaction mixture was quenched at −78° C. with a saturated ammonium chloride (aq.) solution, diluted with water and DCM, passed through a phase separator, concentrated and purified via FCC (12 g column): Heptane/AcOEt:100/0 to 50/50 to obtain the title compound. MS (ESI+) m/z 432.4 (M+H).

1. customThe reaction mixture was quenched at −78° C. with a saturated ammonium chloride (aq.) solution
2. additiondiluted with water and DCM
3. concentrationconcentrated
4. custompurified via FCC (12 g column)