Ethanol → HCID 178507380, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trans-4-[4-(4-nitroindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanol (2.44 g), EtOH (35 mL) and water (11 mL) was heated to 80° C. To the hot suspension was added ammonium chloride (1.46 g) followed by iron(0) (Fisher, 1.55 g) and the resulting mixture heated to 80° C. for 2 h, then to 50° C. for an additional 24 h. The reaction mixture was filtered through a CELITE™ pad, the filter cake washed with EtOAc/MeOH (3:2), and the filtrate evaporated under reduced pressure. The crude residue was purified by flash chromatography (MeOH/DCM, gradient from 2.5:97.5 to 10:90) to give trans-4-[4-(4-aminoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanol as a light yellow solid. MS=324 [M+H]+; MP=218.9-220.1° C.

Provenance & Evidence