4-Methylmorpholine → 2-Diethylamino-6-(2,6-dimethoxy-phenyl)-pyrimidine-4-carboxylic acid amide

Participants

Reaction Conditions

Reaction Steps

A 4 mL screw-cap vial was charged with a solution of 6-(2,6-dimethoxy-phenyl)-2-methanesulfonyl-pyrimidine-4-carboxylic acid amide (assumed 0.3 mmol) in DMSO (0.9 mL). A solution of diethylamine and N-methyl-morpholine (NMM) in DMSO (0.3 mL, 3 M in both, 0.9 mmol, 3 eq.) was added, and the sealed vial was heated at 75° C. for 22 hours. The mixture was then submitted for purification by preparative HPLC to afford 18 mg (18%) of the 2-diethylamino-6-(2,6-dimethoxy-phenyl)-pyrimidine-4-carboxylic acid amide. 1H NMR (300 MHz, CDCl3) □ 7.79 (br s, 1H), 7.30 (t, J=8.3 Hz, 1H), 7.26 (s, 1H), 6.61 (d, J=8.3 Hz, 2H), 6.16 (brs, 1H), 3.74 (s, 6H), 3.66 (q, J=6.9 Hz, 4H), 1.22 (t, J=6.9 Hz, 6H); HPLC ret. time 2.85 min., 10-100% CH3CN, 5 min gradient; ESI-MS m/z 330.2 (M+H)+.

Provenance & Evidence