Ammonia → 4-(4-(6-Methoxypyridin-3-ylamino)-2-(pyrrolidin-1-yl)pyrimidin-5-yl)-6-methyl-1,3,5-triazin-2-amine

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with N-(6-methoxypyridin-3-yl)-5-(4-methyl-6-(methylthio)-1,3,5-triazin-2-yl)-2-(pyrrolidin-1-yl)pyrimidin-4-amine (18 mg, 0.044 mmol), ammonia (0.5 mL, 23.11 mmol) (30% in water) and dioxane (1 mL). The reaction mixture was stirred and heated in an oil bath at 100° C. for 18 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography eluting with EtOAc to give 4-(4-(6-methoxypyridin-3-ylamino)-2-(pyrrolidin-1-yl)pyrimidin-5-yl)-6-methyl-1,3,5-triazin-2-amine (12 mg, 0.032 mmol, 72.1% yield). 1H NMR (300 MHz, CDCl3) δ 12.03 (s, 1H); 9.30 (s, 1H); 8.48 (s, 1H); 8.15 (dd, J=8.92, 2.48 Hz, 1H); 6.76 (d, J=9.06 Hz, 1H); 5.24 (s, 2H); 3.95 (s, 3H); 3.66 (dd, J=5.85, 4.09 Hz, 4H); 2.49 (s, 3H); 2.00 (t, J=6.43 Hz, 4H). m/z (ESI, +ve ion) 380.1 (M+H)+.

Provenance & Evidence