Pyridine → HCID 57633982, compound

Participants

Reaction Steps

To a 25 mL round-bottom flask was added Example 42 (30 mg, 69 μmol), pyridine (27 mg, 347 μmol), acetic anhydride (14 mg, 139 μmol), and 2 mL of DCM. After 30 minutes, LC-MS showed that the reaction was complete. The reaction mixture was concentrated and dissolved in 2 mL of MeOH, then purified by preparative LC to give N—((S)-1-(5-(2-oxoindolin-5-yl)thiazol-2-ylamino)-3-(4-(trifluoromethyl)-phenyl)propan-2-yl)acetamide (26 mg, 79% yield). MS m/z: 475 (M+1). 1H NMR (400 MHz, CD3OD) δ ppm 1.89 (s, 3H), 2.90 (dd, J=13.99, 9.29 Hz, 1H), 3.08 (dd, J=13.99, 5.18 Hz, 1H), 3.46-3.53 (m, 1H), 3.60 (s, 2H), 3.61-3.67 (m, 1H), 4.41-4.48 (m, 1H), 6.96 (d, J=8.22 Hz, 1H), 7.38 (dd, J=8.12, 1.86 Hz, 1H), 7.46-7.51 (m, 3H), 7.63 (d, J=8.02 Hz, 3H).

Provenance & Evidence