反应详情

To a solution of 5-[3-(propan-2-yl)phenyl][1,2,4]triazolo[1,5-a]pyridin-2-amine (23.6 mg, 0.0935 mmol, 1 equiv) in pyridine was added methyl chloroformate (36.1 uL, 0.468 mmol, 5.00 equiv) at 24° C. After 3 h, the reaction mixture was concentrated in vacuo. The resulting residue was partitioned between saturated aqueous sodium bicarbonate solution (5 mL) and ethyl acetate (5 mL). The aqueous layer was extracted with ethyl acetate (2×5 mL). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. Purification by preparative HPLC provided a white solid (17.7 mg, 61%). LCMS (ESI) m/z: 311.2. 1H NMR (500 MHz, DMSO-d6), δ: 10.45 (s, 1H), 7.88 (m, 1H), 7.81 (m, 1H), 7.65-7.72 (m, 2H), 7.48 (t, J=7.6 Hz, 1H), 7.42 (m, 1H), 7.28 (dd, J=7.0, 1.6 Hz, 1H), 3.67 (s, 3H), 3.00 (m, 1H), 1.28 (d, J=6.9 Hz, 6H).

1. concentrationthe reaction mixture was concentrated in vacuo
2. customThe resulting residue was partitioned between saturated aqueous sodium bicarbonate solution (5 mL) and ethyl acetate (5 mL)
3. extractionThe aqueous layer was extracted with ethyl acetate (2×5 mL)
4. dry with materialThe combined organic extracts were dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customPurification by preparative HPLC