Sodium Methoxide → (6-Chloropyrimidin-4-yl)methanol
반응식
C([O:9][CH2:10][C:11]1[CH:16]=[C:15]([Cl:17])[N:14]=[CH:13][N:12]=1)(=O)C1C=CC=CC=1.C[O-].[Na+]>CO>[Cl:17][C:15]1[N:14]=[CH:13][N:12]=[C:11]([CH2:10][OH:9])[CH:16]=1참가 물질
4
반응 조건
- 온도
- 0 °C
실험 절차
(6-Chloro-4-pyrimidinyl)methyl benzoate (Intermediate 24, 394 mg, 1.584 mmol) was dissolved in methanol (16 mL), cooled to 0° C. and treated with sodium methoxide (8.56 mg, 0.158 mmol). The resulting mixture was stirred for 4 hours. A further quantity of sodium methoxide (8.56 mg, 0.158 mmol) was added and the resulting mixture was stirrred for 18 hours. The reaction mixture was cooled to 0° C. and a further quantity of sodium methoxide (8.56 mg, 0.158 mmol) was added and the reaction mixture was stirred for 3 hours. The reaction mixture was evaporated under reduced pressure and the residue was purified by column chromatography (Biotage SP4) eluting with a gradient of 0-100% ethyl acetate and iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a white solid (132 mg);