Glycolic Acid → HCID 59202035, compound

Participants

Reaction Steps

To a solution of 1-amino-3-{4-[5-(5-isobutyl-thiophen-2-yl)-[1,3,4]oxadiazol-2-yl]-2,6-dimethyl-phenoxy}-propan-2-ol (109 mg, 271 μmol) in DCM (10 mL), DIPEA (140 mg, 1.086 mmol) and glycolic acid (41 mg, 543 μmol) followed by TBTU (102 mg, 319 μmol) is added at 0° C. The mixture is stirred at rt for 1 h before it is diluted with EA and washed with water. The water phase is separated and extracted once more with EA. The combined org. extracts are dried over MgSO4, filtered and evaporated. The crude product is purified by chromatography on prep. TLC plates with DCM containing 4% of 7 N NH3 in methanol to give 2-hydroxy-N-(2-hydroxy-3-{4-[5-(5-isobutyl-thiophen-2-yl)-[1,3,4]oxadiazol-2-yl]-2,6-dimethyl-phenoxy}-propyl)-acetamide (31 mg) as a white solid; LC-MS: tR=0.94 min, [M+1]+=460.51.

Provenance & Evidence