Diisopropylethylamine → Benzimidazole

Participants

Reaction Steps

General working instructions 14 (GWI-14): To a solution of (ACI) (1.0 eq.) in THF was added diisopropyl ethylamine (4.0 eq.) at 0° C. followed by HATU (1.5 eq.). The resultant reaction mixture was allowed to stir at room temperature for 15 min. It was again cooled to 0° C. and a solution of the amine (1.3 eq.) in THF-DMF (3:1) was added. The reaction mixture was allowed to stir at room temperature for 16 h. The mixture was then diluted with methylene chloride, washed with saturated ammonium chloride solution, saturated sodium bicarbonate solution and finally with brine. The organic layer was dried over sodium sulfate and evaporated to dryness under reduced pressure to give the crude product which was purified by neutral alumina column chromatography to obtain desired product.

Provenance & Evidence