1,2,3,4-TETRAHYDROPYRIMIDINE DERIVATIVE AND METHOD FOR PREPARATION OF SAME

摘要

PURPOSE: Provided are a 1,2,3,4-tetrahydropyrimidine derivative represented by the formula(1), which is useful as a muscarinic receptor agonist in treating imbecility, a pharmaceutically acceptable salt and method for preparation thereof. CONSTITUTION: The 1,2,3,4-tetrahydropyrimidine derivative is represented by the formula(1), wherein R is H, -CH3, -CH2CH3, -CH2(CH2)3CH3, -CH2CH=CH2, CH2C≡CH, C6H5CH2, P-CH2C6H4CH3, P-CH2C6H4-Cl. It is prepared by the following steps of: (a) condensing 5-pyrimidinecarboxylaldehyde represented by the formula(2) and hydroxylamine, to produce compound represented by the formula(3), wherein R1 is -H or -CH3; (b) condensing a compound represented by the formula(3), wherein R1 is H and a compound represented by R2-X, to produce compound represented by the formula(4), wherein R2 is -CH2CH3, -CH2(CH2)3CH3, -CH2CH=CH2, CH2C≡CH, C6H5CH2, P-CH2C6H4CH3, P-CH2C6H4-Cl and X is halogen; (c) methylating a compound represented by the formula(3) or a compound represented by the formula(4) and CH3I, to produce a compound represented by the formula(5), wherein R is H, -CH3, -CH2CH3, -CH2(CH2)3CH3, -CH2CH=CH2, CH2C≡CH, C6H5CH2, P-CH2C6H4CH3, P-CH2C6H4-Cl; and (d) reducing a compound represented by the formula(5) and NaBH4, to produce 1,2,3,4-tetrahydropyrimidine derivative represented by the formula(1), wherein R is H, -CH3, -CH2CH3, -CH2(CH2)3CH3, -CH2CH=CH2, CH2C≡CH, C6H5CH2, P-CH2C6H4CH3, P-CH2C6H4-Cl.