HCID 67265665, compound → HCID 67265683, compound

Participants

Reaction Steps

A solution of {3-[2-ethyl-4-(5-{5-[(isopropyl-methyl-amino)-methyl]-4-methyl-thiophen-2-yl}-[1,2,4]oxadiazol-3-yl)-6-methyl-phenyl]-propionylamino}-acetic acid ethyl ester (5 mg, 9 μmol) in ethanol (500 μL) and 1 N aq. NaOH (100 μL) is stirred at rt for 1 h before it is concentrated, diluted with formic acid (1 mL) and separated by prep. HPLC (column: Atlantis T3 C18, 30×75 mm, 10 μm, eluting with a gradient of acetonitrile in water containing 0.5% of formic acid) to give the title compound (4 mg) as a resin; LC-MS*: tR=0.66 min; [M+1]+=498.97, 1H NMR (D6-DMSO): δ 1.05 (d, J=6.5 Hz, 6H), 1.23 (t, J=7.3 Hz, 3H), 2.23 (s, 6H), 2.28-2.35 (m, 2H), 2.41 (s, 3H), 2.74 (q, J=7.5 Hz, 2H), 2.87-2.98 (m, 3H), 3.70 (s, 2H), 3.76 (d, J=5.5 Hz, 2H), 7.69 (s, 2H), 7.81 (s, 1H), 8.23 (t br, J=5.5 Hz).

Provenance & Evidence