Pyridine → HCID 136069599, compound

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Reaction Steps

0.16 ml of pyridine, 240 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride and 210 mg of 4-phenyl-2,3-dihydro-1H-indole (reference example 1d) are successively added to a suspension of 250 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate (example 1d, step 2d) in 5 ml of N,N-dimethylformamide. The reaction mixture is stirred at ambient temperature for 15 hours, and is then concentrated to dryness under reduced pressure. The residue is taken up in and triturated from 30 ml of water, and then the precipitate formed is filtered off and then solubilized in a 90/10 dichloromethane/methanol mixture and, finally, concentrated to dryness under reduced pressure. The residue is purified by chromatography on a 30 g column of 20-45 μm silica, elution being carried out with a mixture of dichloromethane and methanol (90/10: v/v). The fractions containing the expected product are concentrated to dryness under reduced pressure and the residue is triturated from 20 ml of diisopropyl ether. The solid obtained is filtered off and then dried under reduced pressure at 40° C. 232 mg of 6-(morpholin-4-yl)-2-[2-oxo-2-(4-phenyl-2,3-dihydro-1H-indol-1-yl)ethyl]pyrimidin-4(3H)-one are thus obtained in the form of a pink solid, the characteristics of which are the following:

Provenance & Evidence