Ammonia → 2-(3-(Pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide

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Reaction Steps

Methyl 2-(3-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxylate (130 mg, 0.24 mmol) was added to ammonia in methanol (30 mL) and the mixture was stirred at room temperature for 3 days. Then the solid was filtered, washed with methanol, dried in vacuum. 110 mg 2-(3-(pyridin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide was obtained, yield: 88%. 1HNMR (400 MHz, DMSO-d6): δ7.52-7.54 (t, J=6.0 Hz, 1H), 7.56-7.59 (m, 1H), 7.77-7.80 (t, J=6.0 Hz, 1H), 7.86-7.88 (dd, J=6.4 Hz, 0.8 Hz, 1H), 7.92 (brs, 1H), 7.98 (brs, 1H), 8.00-8.03 (m, 2H), 8.22-8.24 (m, 1H), 8.36-8.38 (d, J=6.4 Hz, 1H), 8.61 (s, 1H), 8.65-8.67 (m, 1H), 9.03-9.04 (d, J=1.6 Hz, 1H). LC-MS (ESI) m/z: 316 (M+1)+.

Provenance & Evidence