3-Amino-1,2-propanediol → HCID 22390592, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 2-chloro-4-(4-chlorophenoxy)-5-cyanopyrimidine (Method 115; 179 mg, 0.68 mmol) and 4-[N-(3-methoxypropyl)sulphamoyl]aniline (Method 4; 149 mg, 0.61 mmol) in 2-butanol (6 ml) was heated and stirred at 50° C. for 5 hours. 3-Amino-1,2-propanediol (309 mg, 3.4 mmol) was then added and the temperature was raised to 90° C. and the reaction was stirred at this temperature for a further 18 hours. The solvent was removed by evaporation and the resulting solid was recrystallized from ethanol to give the title compound (104 mg, 39%). NMR: 1.55 (m, 2H), 2.75 (m, 2H), 3.15 (s, 3H), 3.25 (m, 2H), 3.40 (m, 3H), 3.60 (m, 1H), 3.75 (m, 1H), 4.70 (t, 1H), 5.85 (m, 1H), 7.35 (t, 1H), 7.55 (brs, 1H), 7.70 (d, 2H), 7.95 (d, 2H), 8.40 (s, 1H), 10.20 (s, 1H); m/z: 436.

Provenance & Evidence