Dimethylformamide diethylacetal → HCID 57829780, compound

Participants

Reaction Steps

A solution of ethyl 2-oxo-pentanoate (144 mg, 1.0 mmol) in N,N-dimethylformamide diethyl acetal (0.68 mL) was heated to 100° C. for 2 h. The mixture was evaporated under reduced pressure and the remaining crude ethyl 3-[1-dimethylamino-methylidene]-2-oxo-hexanoate was reacted with N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]guanidine dinitrate (298 mg, 0.80 mmol) in analogous manner as described in example 139. The resulting ethyl 5-ethyl-2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-pyrimidine-4-carboxylate was subjected in analogous manner to the procedure described in example 165 to give the title compound as a light yellow solid (12 mg, 3%). MS ISP (m/e): 368.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.31 (s, 1H), 7.63 (s, 1H), 7.53 (d, 1H), 7.23 (s, 1H), 7.18 (d, 1H), 7.04 (dd, 1H), 6.87 (s, 1H), 5.44 (br s, 1H), 3.87 (s, 3H), 2.73 (q, 2H), 2.30 (s, 3H), 1.60 (s, 6H), 1.30 (t, 3H).

Provenance & Evidence