Ethanol → 1-[5-(2-chloropyridin-3-yl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine Fumarate
反応式
[Cl:1][C:2]1[C:7]([C:8]2[N:12]([S:13]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)(=[O:15])=[O:14])[CH:11]=[C:10]([CH2:22][N:23](C)[C:24](=O)[O:25][C:26]([CH3:29])(C)C)[CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[C:32]([O:35]CC)(=[O:34])[CH3:33].Cl.C([OH:41])C>>[C:26]([OH:25])(=[O:41])/[CH:29]=[CH:33]/[C:32]([OH:35])=[O:34].[Cl:1][C:2]1[C:7]([C:8]2[N:12]([S:13]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)(=[O:14])=[O:15])[CH:11]=[C:10]([CH2:22][NH:23][CH3:24])[CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1参加物
反応条件
- 温度
- 70 °C
実験手順
tert-Butyl {[5-(2-chloropyridin-3-yl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (280 mg) was dissolved in ethanol (10 mL), a 4 mol/L hydrogen chloride-ethyl acetate solution (2 mL) was added and the mixture was stirred at 70° C. for 30 min. The reaction mixture was concentrated under reduced pressure, a saturated aqueous sodium hydrogencarbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate (10 mL), a solution of fumaric acid (116 mg) in methanol (3 mL) was added, and the obtained crystals were collected by filtration to give the title compound as colorless crystals (yield 197 mg, 68%).
後処理
- concentrationThe reaction mixture was concentrated under reduced pressure
- additiona saturated aqueous sodium hydrogencarbonate solution was added
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- concentrationconcentrated under reduced pressure
- dissolutionThe residue was dissolved in ethyl acetate (10 mL)
- additiona solution of fumaric acid (116 mg) in methanol (3 mL) was added
- filtrationthe obtained crystals were collected by filtration
出典と根拠
- ORDレコード
- ord-4856e5d0e8274874b5bc5064c680b232
- 出典データセット
- uspto-grants-2009_03
- 特許番号
- US07498337B2
反応ノート
読み込み中…