Glycolic Acid → HCID 25069533, compound

Participants

Reaction Steps

To a solution of (R)-1-amino-3-{4-[5-(2-diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-propan-2-ol (310 mg, 0.705 mmol), glycolic acid (59 mg, 0.776 mmol) and HOBt (114 mg, 0.846 mmol), EDC hydrochloride (149 mg, 0.776 mmol) is added. The mixture is stirred at rt for 1 h before it is diluted with sat. aq. NaHCO3 and extracted twice with EA. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates with DCM containing 12% of methanol to give N-(3-{4-[5-(2-diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-(R)-2-hydroxy-propyl)-2-hydroxy-acetamide (296 mg) as an off-white powder; LC-MS: tR=0.78 min; [M+1]+=498.19.

Provenance & Evidence