Dimethylformamide → Diisopropylethylamine

Participants

Reaction Steps

A mixture of 6-chloro-4-(4-(morpholine-4-carbonyl)phenylamino)nicotinic acid (280 mg, 0.774 mmol) in DMF (10 mL) was treated with NH4OH 0.5 M solution in dioxane (7.74 mL, 3.87 mmol) and DIEA (0.676 mL, 3.87 mmol) to give a cloudy suspension. Then added HATU (589 mg, 1.548 mmol) and stirred at rt for 24 hrs. Diluted with water and extracted into ethyl acetate and washed with 10% LiCl and concentrated to give 230 mg of 6-chloro-4-(4-(morpholine-4-carbonyl)phenylamino)nicotinamide as a white solid. LCMS: (M+H)+=361.03, 363.02 (Cl pattern).

Provenance & Evidence