Hydrochloric Acid → HCID 22397248, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-chlorobenzylamine (0.071 mL) in toluene (1.5 mL) at 0° C. is added trimethylaluminum (2M solution in toluene, 0.29 mL). After stirring the solution at 0° C. for 5 min, ethyl 7-iodo-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylate (Preparation 2, 200 mg) is added. The solution is stirred at 0° C. for an additional 10 min, then allowed to stir at room temperature overnight. The reaction mixture is poured into 3 N HCl (7.5 mL) and water, then extracted with CH2Cl2 (3×). The combined organic layers are dried (Na2SO4), filtered, and concentrated to afford a solid. The impurities are removed by dissolving the crude product in CH2Cl2 and filtering the insoluble solid. The filtrated is concentrated to afford 148 mg (58%) of title compound as a yellow solid. Physical characteristics: m.p. 191-194° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.36, 9.27, 9.03, 8.38, 7.68, 7.40, 4.57; IR (drift) 3319, 1683, 1637, 1612, 1560, 1541, 1507, 1478, 1347, 1339, 1295, 837, 792, 641, 625 cm−1; MS (ESI+) m/z 440 (M+H)+; Anal. found: C, 43.58; H, 2.48; N, 9.38.

Provenance & Evidence