Methanol → HCID 59408995, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,2-dihydro-pyrrolo[3,2,1-hi]indole (112 mg, 0.78 mmol) in anhydrous tetrahydrofuran (3 ml) at 0° C. was added oxalyl chloride (71 μl, 0.82 mmol). The mixture was stirred at 0° C. for 1 hour. Methanol (1 ml) was added and the mixture was allowed to warm to room temperature. After 30 minutes ethyl acetate (100 ml) was added and the mixture washed with water (100 ml) and brine (50 ml). The organic layer was dried over anhydrous magnesium sulfate and evaporated to dryness to give (4,5-dihydro-pyrrolo[3,2,1-hi]indol-1-yl)-oxo-acetic acid methyl ester as a purple solid (153 mg). 400 MHz 1H NMR (CDCl3) δ: 8.32 (s, 1H), 7.86 (d, J=7.6 Hz, 1H), 7.23 (d, J=8.0 Hz, 1H), 7.08 (d, J=6.4 Hz, 1H), 4.60 (t, J=6.8 Hz, 2H), 3.95 (s, 3H), 3.84 (t, J=6.8 Hz, 2H); LCMS: 230 [M+H].

Provenance & Evidence