3,4,5-Trimethoxybenzaldehyde → HCID 56629936, compound

Participants

Reaction Steps

7-chloro-1,2,3,10-tetrahydro-cyclopenta[d]pyrido[1,2-a]pyrimidine-10-one (4 g), prepared according to Example 1, was reacted with 3,4,5-trimethoxy-benzaldehyde (8,87 g) in methanol (160 ml) in the presence of sodium methoxide (1.65 g) at reflux temperature for 140 hours. After cooling the precipitate was filtered, washed with water until neutral and crystallized from CH2Cl2 /methanol to give 4.4 g of 7-chloro-3-(3,4,5-trimethoxy-benzylidene)-1,2,3,10-tetrahydro-cyclopenta[d]pyrido[1,2-a]pyrimidine-10-one, m.p. 222°-223° C., NMR (CDCl3) δ ppm: 3.13 (br s) (4H, cyclopentane protons), 3.95 (br s) (9H, --OCH3), 6.82 (s) (2H, phenyl protons), 7.42 (br s) (1H, =CH--), 7.58 (d) (2H, C-5 and C-6 protons), 9.02 (t) (1H, C-8 proton).

Provenance & Evidence