Borohydride → 2-Methylpentane

Participants

Reaction Steps

To a stirred suspension of 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [2-(4-fluorophenyl)-2-oxoethyl]amide EXAMPLE 48 (0.05 g, 151 mmol) in ethanol (5 mL, absolute) was added polymer-supported borohydride (2.5 mmol/g, 0.09 g, 226 mmol) and the mixture sonicated with gentle warming until the ketone had dissolved. The reaction mixture was stirred for 2 days at rt then filtered, washing with methanol. The filtrate was evaporated to dryness in vacuo to give a colourless oil. Purification via flash column chromatography (SiO2, ethyl acetate:isohexane, 1:1, v/v) gave the title compound as a white solid. m/z (ES+)=334 [M+H]+; RT=2.93 min.

Provenance & Evidence