反応式
[CH3:1][C:2]([CH3:11])([CH3:10])[C:3](=O)[CH2:4][C:5]([O:7][CH3:8])=[O:6].[CH3:12]OC(OC)N(C)C.S(O)(O)(=O)=O.[CH3:25][S:26][C:27](=[NH:29])[NH2:28].C([O-])(=O)C.[Na+]>O.CN(C)C=O>[C:2]([C:3]1[C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:12][N:28]=[C:27]([S:26][CH3:25])[N:29]=1)([CH3:11])([CH3:10])[CH3:1]参加物
反応条件
- 温度
- 75 °C
実験手順
A mixture of methyl 4,4-dimethyl-3-oxopentanoate (10 g) and N,N-dimethyl formamide dimethyl acetal (9.5 mL) was stirred at 75° C. for 2 hours. To the reaction mixture were added N,N-dimethyl formamide (100 mL), S-methylisothiourea sulfate (2:1) (9.7 g), and sodium acetate (11.4 g), followed by stirring at 90° C. for 15 hours. The reaction mixture was cooled to room temperature, and water was added thereto. The aqueous layer was extracted with ethyl acetate and the organic layer was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then filtered, and concentrated. The obtained residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate) to obtain methyl 4-tert-butyl-2-(methylsulfanyl)pyrimidine-5-carboxylate (8.4 g) as a colorless oily substance.
後処理
- stirringby stirring at 90° C. for 15 hours
- temperatureThe reaction mixture was cooled to room temperature
- extractionThe aqueous layer was extracted with ethyl acetate
- washthe organic layer was washed with water and saturated brine
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- customThe obtained residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate)
出典と根拠
- ORDレコード
- ord-cf7b38d4db5847fe91ef4f679d98c286
- 出典データセット
- uspto-grants-2013_09
- 特許番号
- US08524727B2
関連ノート
読み込み中…