反应详情

N-[(2-chloro-5-thiazolyl)methylene]-3-phenyl-2-pyridinamine (i.e. the product of Step B) was added portionwise to a stiffed excess of sodium borohydride (0.379 g, 100 mmol) in methanol (8 mL). After addition was complete, the reaction mixture was allowed to stir for 5 min at ambient temperature. The excess reducing agent was quenched by adding glacial acetic acid until gas evolution ceased. Water (20 mL) was added, and the reaction mixture was concentrated to remove methanol. The resulting aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were dried (MgSO4) and concentrated to give the title compound as a yellow solid (0.659 g).

1. additionAfter addition
2. customwas quenched
3. additionby adding glacial acetic acid until gas evolution
4. additionWater (20 mL) was added
5. concentrationthe reaction mixture was concentrated
6. customto remove methanol
7. extractionThe resulting aqueous phase was extracted twice with ethyl acetate
8. dry with materialthe combined organic phases were dried (MgSO4)
9. concentrationconcentrated