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(CDC13): δ 3.7 (m, 1H), 3.8 (s, 3H), 3.9 (s, 3H ), 4.0 (m, 2H), 4.4 (m, 1H), 5.1 (s, 1H), 6.6-8.2 (m, 15H);
m/z 570. Anal. Calcd for C32H26N8O3: C, 67.33; H, 4.59; N, 19.64. Found: C, 67.54; H, 4.30; N, 19.44 %.
Synthesis of ethyl 7-cyano-4,5-dimethoxy-8-phenyl-1,2,8,11a,13b-pentahydroisoquinoline[2',1'-6,1]-
pyridino[2,3-d]1,2,4-triazolo[1,5-e]pyrimidine-10-carboxylate 20.
To a solution of 8 (2.1 g, 5 mmol) in EtOH (30 mL), diethyl oxalate (0.73 g, 5 mmol) was added. The
reaction mixture was refluxed for 3 h, then cooled and the product that separated was coolected and
crystallized from DMF to give product 20: mp 235 °C (DMF); 60% yield; IR (KBr): υ 2195 (CN), 1715
(CO) cm-1; 1H NMR (CDC13): δ 1.4 (t, J = 7 Hz, 3H), 3.0 (m, 2H), 3.9 (s, 6H, 2CH3), 4.1 (m, 1H), 4.4 (m,
1H ) 4.5 (q, J = 7 Hz, 2H), 5.6 (s, 1H), 6.8 (s,1H), 7.2-7.5 (m, 5H),7.9 (s, 1H), 9.2 (s, 1H); m/z 508. Anal.
Calcd for C28H24N6O4: C, 66.11; H, 4.75; N, 16.53. Found: C, 66.35; H, 4.97; N, 16.32 %.
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