Diisopropylethylamine → 1-{2-[[(dimethylamino)sulfonyl](methyl)amino]ethyl}-N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide
反応式
[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:25])[N:12]([CH2:21][CH2:22][NH:23][CH3:24])[C:13]3[C:18]([C:19]=2[OH:20])=[N:17][CH:16]=[CH:15][CH:14]=3)=[O:9])=[C:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:3]=1.[CH3:32][N:33]([CH3:38])[S:34](Cl)(=[O:36])=[O:35].CCN(C(C)C)C(C)C>>[CH3:32][N:33]([CH3:38])[S:34]([N:23]([CH3:24])[CH2:22][CH2:21][N:12]1[C:13]2[C:18](=[N:17][CH:16]=[CH:15][CH:14]=2)[C:19]([OH:20])=[C:10]([C:8]([NH:7][CH2:6][C:5]2[CH:26]=[CH:27][C:2]([F:1])=[CH:3][C:4]=2[S:28]([CH3:31])(=[O:30])=[O:29])=[O:9])[C:11]1=[O:25])(=[O:36])=[O:35]参加物
4
反応物 3
生成物 1
実験手順
A solution of N-[4-fluoro-2-(methylsulfonyl)benzyl]-4-hydroxy-1-[2-(methylamino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (0.07 g, 0.16 mmol) in DM (3 mL) was treated with dimethylsulfamoyl chloride (0.44 g, 0.31 mmol) and Hunig's base (0.11 mL, 0.62 mmol) and stirred at room temperature for several hours. Additional dimethylsulfamoyl chloride was added after an hour. The reaction was injected directly onto a reverse phase HPLC column and the compound collected after eluting with a gradient of 95% water/acetonitrile to 5% water acetonitrile. The fractions were combined, evaporated and the crude oil was lyophilized from acetonitrile and water to give the product as a fluffy solid.
後処理
- customthe compound collected
- washafter eluting with a gradient of 95% water/acetonitrile to 5% water acetonitrile
- customevaporated
出典と根拠
- ORDレコード
- ord-00c86d0fe8a3488ba5c265a30318e0fd
- 出典データセット
- uspto-grants-2007_10
- 特許番号
- US07279487B2
反応ノート
読み込み中…