Benzothiazole-6-carbonitrile → 6-(Aminomethyl)benzothiazole

Participants

Reaction Steps

Compound 94 (1.00 eq.) was added to a 0.4M suspension of lithium aluminum hydride (4.00 eq.) in ether at 0° C. The slurry was stirred overnight at ambient temperature. The mixture was returned to 0° C. and quenched with water. The layers were separated. The aqueous phase was adjusted to pH 10-11 and then extracted with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered, and concentrated to give compound 95 which was used without further purification. ES/MS m/z 214 (MH+), C8H8ClN3S=213 g/mol.

Provenance & Evidence