反応式
Br.Br[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)=O.Cl.[NH:13]=[C:14]1[CH2:18][CH2:17][CH2:16][NH:15]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[N:9]1[CH:10]=[CH:11][C:6]([C:4]2[N:13]=[C:14]3[CH2:18][CH2:17][CH2:16][N:15]3[CH:3]=2)=[CH:7][CH:8]=1参加物
反応条件
- 温度
- 80 °C
実験手順
A stirred suspension of 10 g (35.6 mmoles) of 4-(bromoacetyl)-pyridine hydrobromide and 12.9 g (107 mmoles) of 2-imino-pyrrolidine hydrochloride in 100 ml of dry dimethylformamide was treated with 18.9 g (178 mmoles) of anhydrous sodium carbonate. This suspension was heated at 80° C. overnight in an oil bath. The solvent was removed in vacuo, the residue dissolved in water and extracted with chloroform. The organic layer was washed three times with water, dried over anhydrous potassium carbonate and stripped in vacuo. The residue was chromatographed on silica and eluted with 10-15% methanol in methylene chloride acetone (85:15). This fraction was stripped in vacuo and the solid residue recrystallized twice from ethyl acetate to afford the desired titled compound, mp 140°-141° C., 1HNMR (250 MHz, CDCl3) δ 8.62 (2H,d), 7.60(2H,d), 7.34(1H,s), 4.04(2H,t), 2.95 (2H,t), 2.64(2H,q).
後処理
- customThe solvent was removed in vacuo
- dissolutionthe residue dissolved in water
- extractionextracted with chloroform
- washThe organic layer was washed three times with water
- dry with materialdried over anhydrous potassium carbonate
- customThe residue was chromatographed on silica
- washeluted with 10-15% methanol in methylene chloride acetone (85:15)
- customthe solid residue recrystallized twice from ethyl acetate
出典と根拠
- ORDレコード
- ord-57ee2631cd574db8af1c8fd9ab36138d
- 出典データセット
- uspto-grants-1992_09
- 特許番号
- US05145858
関連ノート
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