Acetic Acid → HCID 53380259, compound

Participants

Reaction Steps

Acetic anhydride (0.035 ml, 0.304 mmol) was added to a solution of (1S,3R)-3-Amino-N-(6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl)cyclopentanecarboxamide (100 mg, 0.30 mmol) in DCM (5 ml) and catalytic amount of AcOH (0.1 ml) at 0° C. The reaction mixture was warmed to room temperature and stirred for 2.5 h. Water was added to the reaction mixture and extracted with DCM (3×25 ml). The combined organic layer was washed with water, brine and dried over anhydrous sodium sulfate and concentrated in vacuo to afford 90 mg (80.3%) of (1S,3R)-3-acetamido-N-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl)cyclopentanecarboxamide as an off white solid. 1H-NMR (400 MHz, DMSO-d6): δ=10.52 (s, 1H), 8.31 (s, 1H), 8.21 (s, 1H), 7.92 (t, 1H), 7.39-7.36 (m, 1H), 7.19-7.02 (m, 2H), 6.92 (q, 1H), 4.02 (t, 1H), 3.90 (s, 3H), 2.98 (t, 1H), 2.17-2.10 (m, 1H), 1.91-1.62 (m, 6H), 1.59-1.42 (m, 2H), HPLC (λ=214 nm, [A]): rt 10.4 min (100%), Chiral HPLC: 98.52%, mp: 125-129° C.

Provenance & Evidence