Water → HCID 178522762, compound

Participants

Reaction Conditions

Reaction Steps

To a cooled (ice bath) and stirred solution of (6-aminomethyl-4H-benzo[d][1,3]oxazin-2-yl)-(R)-indan-1-yl-amine (example 129) (200 mg, 0.68 mmol) and triethylamine (76 mg, 0.75 mmol) in tetrahydrofuran (4 ml) was added 4-fluorobenzoyl chloride (119 mg, 0.75 mmol) and the mixture was allowed to stir at 0° C. for 1 h and afterwards at room temperature for 16 h. The reaction mixture was poured into water (15 ml) and extracted with ethyl acetate (2×20 ml). The combined organic layers were washed with brine (20 ml), dried (magnesium sulfate) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield the title compound as white foam (191 mg, 67%). MS (ISP): m/e=416.3 (M+H+).

Provenance & Evidence