反应详情

A solution of 4.25 g (18.26 mmol) of ethyl 4-chloro-2-methylthio-pyrimidine-5-carboxylate, 4.73 g (22.85 mmol) of 4-(tetrahydropyran-2-yloxymethyl)aniline and 6.4 ml (45.7 mmol) of triethylamine in sieve-dried 1,4-dioxan was heated at 60° C. for 4 hours. The reaction mixture was evaporated and the residue partitioned between ethyl acetate and water. The ethyl acetate layer was separated, dried (MgSO4) and evaporated to give a brown oil which was purified by flash chromatography on silica gel using1:4 ethyl acetate/hexane as eluent. Product containing fractions were combined and evaporated to give 6.68 g (90%) of ethyl 4-[4-(tetrahydropyran-2-yloxymethyl)phenyl]amino-2-methylthiopyrimidine-5-carboxylate as a yellow oil. [Mass spectrum (ESI) MH+ =404].

1. customThe reaction mixture was evaporated
2. customthe residue partitioned between ethyl acetate and water
3. customThe ethyl acetate layer was separated
4. dry with materialdried (MgSO4)
5. customevaporated
6. customto give a brown oil which
7. customwas purified by flash chromatography on silica gel using1:4 ethyl acetate/hexane as eluent
8. additionProduct containing fractions
9. customevaporated