Potassium Carbonate → HCID 44549925, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 179 (50 mg, 0.17 mmol), NBS (33 mg, 0.18 mmol) and K2CO3 (28 mg, 0.20 mmol) in MeCN (3 mL) was heated at 60° C. under N2 for 30 min. The solvent was removed under reduced pressure and the residue was purified by chromatography eluting with petroleum ether/EtOAc (9:1) followed by recrystallization (petroleum ether) to give methyl 8-bromo-7-[(tert-butoxycarbonyl)amino]-2-naphthoate (180) (57 mg, 90%) as colorless crystals: mp 137-140° C.; 1H NMR (CDCl3) δ 8.89 (d, J=1.2 Hz, 1H), 8.49 (d, J=9.1 Hz, 1H), 8.01 (dd, J=8.6, 1.7 Hz, 1H), 7.83 (d, J=8.6 Hz, 1H), 7.82 (d, J=9.0 Hz, 1H), 7.35 (br s, 1H), 4.00 (s, 3H), 1.57 (s, 9H). Anal. (C17H18BrNO4) C, H, N, Br.

Provenance & Evidence