3-Bromo-5-fluorobenzoic acid → 3'-((2-Cyclopentyl-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yloxy)methyl)-5-fluorobiphenyl-3-carboxylic acid

Participants

Reaction Steps

A mixture of 3-((2-cyclopentyl-3-oxo-2,3-dihydrobenzo[d]isothiazol-6-yloxy)methyl)phenylboronic acid (0.050 g, 0.14 mmol), 3-bromo-5-fluorobenzoic acid (0.044 g, 0.20 mmol) were coupled according to the general procedure to afford the title product. The crude residue was purified using automated prep-HPLC to yield the desired compound as pale yellow solid (0.010 g, over two steps 15%). 1H NMR (400 MHz, CDCl3): δ 8.11 (s, 1H), 7.91-7.66 (m, 4H), 7.50-7.24 (m, 4H), 7.03 (s, 1H), 5.24 (s, 2H), 4.64-4.60 (m, 1H), 2.18-2.15 (m, 2H), 1.88-1.66 (m, 6H). LC-MS (ESI) Calcd for C26H22FNO4S [M+H]+: 463.12. Found: 464.00.

Provenance & Evidence