Hydrochloric Acid → (4-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-[1,2,3]triazol-1-yl)-acetic acid

Participants

Reaction Steps

A solution of compound 110 (236 mg, 0.46 mmol) in MeOH (3.0 mL) was added LiOH (55 mg, 2.31 mmol) and water (0.3 mL). The reaction mixture was stirred for 2 h under reflux. The reaction mixture was poured into a mixture of EtOAc/saturated NaCl. Aq. HCl (1 N, 0.5 mL) was added. The aqueous phase was washed with more EtOAc. The collected organic phases were washed with water, brine and then dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The crude product was purified by flash chromatography using a mixture of MeOH/DCM/acetic acid 400:2:1 as the eluent to afford the title compound as yellow foam. 13C NMR (DMSO-d6) δ 194.9, 168.4, 158.7 (dd), 155.7 (dd), 149.3, 145.3, 139.8, 136.0, 133.7, 133.7, 131.7, 128.1, 127.1, 126.5, 126.4 (dd), 125.0, 124.2 (dd), 122.8, 114.8, 112.0 (dd), 111.8, 105.0 (dd), 50.9, 19.4

Provenance & Evidence