Sodium Hydroxide → {4-[2-(2,5-Dichloro-phenoxy)-5-fluoro-pyridine-3-carbonyl]-3,4-dihydro-2H-quinoxalin-1-yl}-acetic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of {4-[2-(2,5-dichloro-phenoxy)-5-fluoro-pyridine-3-carbonyl]-3,4-dihydro-2H-quinoxalin-1-yl}-acetic acid ethyl ester (82 mg, 0.163 mmol, 1.0 equiv; Example 154) in THF (1 mL) was added a 5 M solution of sodium hydroxide (0.5 mL, 2.5 mmol, 15 equiv; [CAS RN 1310-73-2]) and the reaction mixture heated by microwave irradiation to 120° C. for 30 min. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase (Xterra® PrepMSC 18, 5 μm, 19×50 mm column equipped with a Gilson Liquid Handler 215 autosampler, two Rainin Dynamax® SD-300 pumps, a Sedex ELSD 75 lightscatter and a Dionex UVD 340S UV detector) eluting with a gradient of acetonitrile/water provided 7.5 mg (10%) of the title compound as a light yellow powder. MS (ISP): 476.0 [M+H]+.

Provenance & Evidence