1-Propanesulfonyl chloride → N-(3-acetyl-1-(propylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzamide

HRID 2196693ノート

反応式

HRID 2196693 の反応式
[CH2:1]([S:4](Cl)(=[O:6])=[O:5])[CH2:2][CH3:3].[C:8]([C:11]1[C:19]2[C:14](=[N:15][CH:16]=[C:17]([NH:20][C:21](=[O:37])[C:22]3[C:27]([F:28])=[CH:26][CH:25]=[C:24]([NH:29][S:30]([CH2:33][CH2:34][CH3:35])(=[O:32])=[O:31])[C:23]=3[F:36])[CH:18]=2)[NH:13][CH:12]=1)(=[O:10])[CH3:9]>C(Cl)Cl>[C:8]([C:11]1[C:19]2[C:14](=[N:15][CH:16]=[C:17]([NH:20][C:21](=[O:37])[C:22]3[C:27]([F:28])=[CH:26][CH:25]=[C:24]([N:29]([S:30]([CH2:33][CH2:34][CH3:35])(=[O:32])=[O:31])[S:4]([CH2:1][CH2:2][CH3:3])(=[O:6])=[O:5])[C:23]=3[F:36])[CH:18]=2)[N:13]([S:4]([CH2:1][CH2:2][CH3:3])(=[O:6])=[O:5])[CH:12]=1)(=[O:10])[CH3:9]

参加物

4

反応物 2

HCID 662791-Propanesulfonyl chlorideHCID 44223281N-(3-acetyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

生成物 1

HCID 131730124N-(3-acetyl-1-(propylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzamide収率 79.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

TEA (0.0163 mL, 0.117 mmol) and propane-1-sulfonyl chloride (0.00882 mL, 0.0779 mmol) were added to N-(3-acetyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (0.195 mL, 0.0390 mmol) in DCM (0.4 mL). The solution was stirred at room temperature for 16 hours before concentration under reduced pressure. The resulting residue was purified via column chromatography (2% MeOH/DCM) to afford impure N-(3-acetyl-1-(propylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzamide (0.020 g, 0.0308 mmol, 79.1% yield).

後処理

  1. customThe resulting residue was purified via column chromatography (2% MeOH/DCM)

出典と根拠

ORDレコード
ord-bc74b8d3ff6c4d5b96853969155882e6
出典データセット
uspto-grants-2012_12
特許番号
US08338452B2

反応ノート

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