2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → HCID 59784522, compound

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Reaction Steps

A mixture of (8-Methoxy-5,6-dihydro-benzo[h]quinazolin-2-yl)-hydrazine (100 mg, 0.41 mM), ethyl(ethoxymethylene)cyanoacetate (76 mg, 0.44 mM) in acetic acid (1 ml) was heated for 16 hr then evaporated. The residue was partitioned between dichloromethane and sodium bicarbonate (sat., 50 ml), the organic phase dried with sodium sulfate, filtered and evaporated to a solid. The solid was triturated with ethyl acetate and isolated via filtration and dried under reduced pressure to afford 5-Amino-1-(5,6-dihydro-benzo[h]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (63 mg, 42% yield) as a tan solid. ES-MS MH+ 366.3. 1H NMR (300 MHz, ppm, DMSO-d6): 8.65 (s, 1H), 8.17 (d, 1H), 7.78 (s, 1H), 7.55 (br s, 2H), 7.02 (d, 1H), 6.98 (s, 1H), 4.25 (q, 2H), 3.86 (s, 3H), 2.95 (m, 4H), 1.30 (t, 3H).

Provenance & Evidence