反応式
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[N:16]2[CH2:19][CH:18]([NH2:20])[CH2:17]2)=[CH:11][CH:10]=1.[N:28]1[CH:33]=[CH:32][CH:31]=[C:30]([S:34](Cl)(=[O:36])=[O:35])[CH:29]=1>ClCCl>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[N:16]2[CH2:17][CH:18]([NH:20][S:34]([C:30]3[CH:29]=[N:28][CH:33]=[CH:32][CH:31]=3)(=[O:36])=[O:35])[CH2:19]2)=[CH:11][CH:10]=1参加物
反応条件
- 温度
- 0 °C
実験手順
0.79 cm3 of triethylamine is added, at room temperature under an argon atmosphere, to a solution of 0.7 g of 1-[bis(4-chlorophenyl)methyl]azetidin-3-ylamine in 25 cm3 of dichloromethane. The mixture is cooled to around 0° C. before adding thereto a solution of 1.2 g of pyrid-3-ylsulfonyl chloride in 25 cm3 of dichloromethane, and then it is stirred at room temperature for 16 hours. The reaction mixture is diluted with 50 cm3 of dichloromethane and is then washed with twice 25 cm3 of distilled water. The organic phase is dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). The residue obtained is purified by flash chromatography on silica gel [eluant: dichloromethane/methanol (97.5/2.5 by volume)]. 0.7 g of N-{1-[bis(4-chlorophenyl)methyl]azetidin-3-yl}pyrid-3-ylsulfonamide is obtained in the form of a cream-colored foam which solidifies in the presence of isopropanol into a cream-colored powder melting at 164° C.
後処理
- additionbefore adding
- washis then washed with twice 25 cm3 of distilled water
- dry with materialThe organic phase is dried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
- customThe residue obtained
- customis purified by flash chromatography on silica gel [eluant: dichloromethane/methanol (97.5/2.5 by volume)]
出典と根拠
- ORDレコード
- ord-fd0877337ff3403f85c58207abc4d173
- 出典データセット
- uspto-grants-2003_05
- 特許番号
- US06566356B2
関連ノート
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