反应详情

4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphinylpyrimidine (150 mg.) was added to a stirred mixture of 2-(3-hydroxypropyl)pyridine (82 mg.), a 50% w/w dispersion of sodium hydride in oil (30 mg.) and DMF (2 ml.) and the mixture heated at 90° for 1 hour. The mixture was evaporated to dryness and the residue partitioned between water and EtOAc. The EtOAc phase was dried and evaporated to dryness. The residue was subjected to preparative thin layer chromatography using EtOAc/MeOH/aqueous ammonia (s.g. 0.88) 6:1:0.5 v/v/v as developing solvent. The band having Rf 0.6 was eluted with MeOH and the MeOH evaporated to dryness to give 2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]-pyrimid-2-yloxy)propyl]pyridine (45 mg.), which was characterised as the bis hydrogen maleate salt, m.p. 118°-120° (after crystallisation from acetone/ether).

1. customThe mixture was evaporated to dryness
2. customthe residue partitioned between water and EtOAc
3. dry with materialThe EtOAc phase was dried
4. customevaporated to dryness
5. washwas eluted with MeOH
6. customthe MeOH evaporated to dryness