Ethanolamine → HCID 9946554, compound

Participants

Reaction Steps

To a mixture of 4-[4-(4-fluorophenoxy)phenyl]pyrimidine-2-carboxylic acid (1.03 g, 3.1 mmol), ethanolamine (0.31 mL, 5.08 mmol), and 1-hydroxybenzotriazol hydrate (0.53 g, 3.46 mmol) in DMF (20 mL) under nitrogen at 0° C. was added 4-methylmorpholine (0.76 mL, 6.9 mmol), and 1-[3-(dimethylamino)propyl]-3-ethyl carbodiimide hydrochloride (0.68 g, 3.48 mmol). The mixture was allowed to warm to room temperature overnight. The reaction was diluted with ethyl acetate, washed 3 times with water, dried over sodium sulfate, filtered, and evaporated under reduced pressure to give the desired product as an oil. 1H NMR (CDCl3): δ 8.82 (d, J=5.7 Hz, 1H), 8.50 (bs, 1H), 8.10 (d, J=8.7 Hz, 2H), 7.71 (d, J=5.1 Hz, 1H), 7.08-7.03 (m, 6H), 3.88 (t, J=4.2 Hz, 2H), 3.70 (q, J=4.8 Hz, 2H), 3.25 (bs, 1H).

Provenance & Evidence