Water → HCID 71295475, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-chloro-2-(4-fluoro-1H-indol-2-yl)phenol (40 mg, 0.15 mmol) in DMF (1 mL), K2CO3 (40 mg, 0.31 mmol) and CH2Br2 (53 mg, 0.31 mmol) were added at 25° C. The mixture was stirred at 80° C. for 2 hours, and cooled to 25° C. H2O (50 mL) was added, then the mixture was extracted with ethyl acetate and washed with brine, dried over Na2SO4. After concentrated, the resulting residue was purified using prep-TLC (petroleum ether:EtOAc=10:1) to provide the product of 2-chloro-11-fluoro-6H-benzo[5,6][1,3]oxazino[3,4-a]indole (50 mg, yield: 45%). 1H-NMR (CDCl3, 400 MHz) δ 7.68 (s, 1H), 7.14˜7.23 (m, 2H), 7.03˜7.09 (m, 2H), 6.90 (s, 1H), 6.81˜6.86 (m, 1H), 5.88 (s, 2H). MS (M+H)+: 274/276.

Provenance & Evidence