2-Chloropyrimidine → trans-4-[(Phenylmethyl)amino]-1-[2-(2-pyrimidinylamino)ethyl]-3-piperidinol

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Reaction Steps

To a stirred solution of 11.2 parts of trans-1-(2-aminoethyl)-4-[(phenylmethyl)amino]-3-piperidinol in 135 parts of ethanol were added 5.7 parts of 2-chloropyrimidine. After the addition of 8.4 parts of sodium hydrogen carbonate, stirring was continued overnight at reflux temperature. After evaporation, the residue was taken up in a mixture of dichloromethane and water. The separated organic layer was washed with water, dried, filtered and evaoporated. The residue was crystallized from acetonitrile. The product was filtered off and dried, yielding 11.84 parts (80.3%) of trans-4-[(phenylmethyl)amino]-1-[2-(2-pyrimidinylamino)-ethyl]-3-piperidinol; mp. 126.9° C. (interm. 18).

Provenance & Evidence