α-Methyl-3-(1H-pyrrol-1-yl)benzenemethanamine → HCID 86730225, compound

Participants

Reaction Steps

A solution of (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one (86 mg, 0.36 mmol) and 1-(3-(1H-pyrrol-1-yl)phenyl)ethanamine (100 mg, 0.537 mmol, 1.5 equiv) in DMSO (1 mL) was heated at 110° C. for 1½ h. The reaction mixture was diluted with EtOAc (8 mL) and washed with water (30 mL). After separation, the aqueous phase was extracted with EtOAc (3×8 mL). Combined organics were dried over Na2SO4, filtered and concentrated. Silica gel column chromatography (EtOAc/Heptane 10 to 50%) provided (S)-3-(2-((R)-1-(3-(1H-pyrrol-1-yl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one and (S)-3-(2-((S)-1-(3-(1H-pyrrol-1-yl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one.

Provenance & Evidence