Glycolic Acid → HCID 67491180, compound

Participants

Reaction Steps

EDC hydrochloride (144 mg, 753 μmol) is added to a stirred solution of (2S)-1-(2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-3-methylamino-propan-2-ol (294 mg, 627 μmol), glycolic acid (57 mg, 753 μmol) and HOBt (101 mg, 753 μmol) in THF (10 mL). The mixture is stirred at rt for 2 h before it is concentrated. The crude product is purified by prep. HPLC, then on prep. TLC plates using DCM containing 10% of 7 N NH3 in methanol to give the title compound (149 mg) as a white solid; LC-MS: tR=1.14 min, [M+H]+=527.17; 1H NMR (CDCl3): δ0.84 (t, J=7.5 Hz, 6H), 1.33 (t, J=7.5 Hz, 3H), 1.69-1.88 (m, 4H), 2.40 (s, 3H), 2.57-2.66 (m, 1H), 2.76 (q, J=7.5 Hz, 2H), 3.10 (s, 3H), 3.76 (d, J=5.3 Hz, 2H), 3.80-3.88 (m, 1H), 3.89-3.94 (m, 1H), 4.02 (s, 3H), 4.25 (s, 2H), 4.28-4.36 (m, 1H), 7.33 (s, 1H), 7.45 (s, 1H), 7.88 (s, 1H), 7.89 (s, 1H).

Provenance & Evidence