Benzyl Chloride → HCID 19104990, compound

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Reaction Steps

A mixture of 1,3-dihydro-1-(4-chlorophenyl)-3-(4-pyridinylmethyl)-2H-pyrrolo[2,3-b]pyridin-2-one (3.0 g, 8.93 mmol) and 20 ml 1N NaOH was treated with enough MeOH to effect solution. The mixture was treated with benzyl chloride (1.24 g, 9.82 mmol) and stirred at room temperature for 24 h. The resulting solid was collected by filtration, washed with water, and dried in vacuo to give the desired product in 87% (3.30 g) yield; mp 182°-185° C.; IR(nujol): 1727 cm-1 (CO); 1H NMR(CDCl3TMS): d 3.29 (dd, 2H, Phe-CH2), 3.4-3.-7 (g, 2H, Pyr-CH2), [6.75 (d, J=8.8, 2H), 6.9 (m, 2H), 7.1 (m, 6H), 7.35 (d, J=8.4, 2H), 7.61 (d, J=7.3, 1H), 8.05 (d, J=6.6, 1H), 8.33 (d, J=6.2, 2H), Ar]; mass spec m/e 426(M+1). Anal calcd for C26H20N3OCl, MW 425.92: C, 73.32; H, 4.73; N,

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