Sodium Carbonate → N-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamide

HRID 421757ノート

反応式

HRID 421757 の反応式
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8](Cl)=[O:9])(=[O:4])=[O:3].[CH2:14]1[NH:19][CH2:18][CH2:17][N:16]2[CH2:20][CH2:21][CH2:22][C@@H:15]12.C(=O)([O-])[O-].[Na+].[Na+].[F:29][C:30]1[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[C:31]=1[NH2:32]>ClCCl>[F:29][C:30]1[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[C:31]=1[NH:32][S:2]([C:5]1[CH:13]=[CH:12][CH:11]=[C:7]([C:8]([N:19]2[CH2:18][CH2:17][N:16]3[CH2:20][CH2:21][CH2:22][C@H:15]3[CH2:14]2)=[O:9])[CH:6]=1)(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 10340Sodium CarbonateHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-HCID 796472,6-DifluoroanilineHCID 781249(6S)-1,4-Diazabicyclo(4.3.0)nonane

生成物 1

HCID 46853383N-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To 3-(chlorosulfonyl)benzoyl chloride (0.474 g, 1.98 mmol) in anhydrous dichloromethane (10 mL) was added (S)-octahydropyrrolo[1,2-a]pyrazine (0.250 g, 1.98 mmol) in dichloromethane (4 mL) slowly over 10 minutes at room temperature. Then sodium carbonate (0.420 g, 3.96 mmol) was added. The mixture was stirred at room temperature for 5 hours. Then 2,6-difluoroaniline (2.56 g, 19.81 mmol) was added. The mixture was stirred at room temperature overnight and then concentrated. The residue was purified by chromatography on silica gel (dichloromethane, then methanol/dichloromethane=1:10) to give the title compound.

後処理

  1. stirringThe mixture was stirred at room temperature overnight
  2. concentrationconcentrated
  3. customThe residue was purified by chromatography on silica gel (dichloromethane

出典と根拠

ORDレコード
ord-ff1625a4393e4d629871f2b52a661c4f
出典データセット
uspto-grants-2012_01
特許番号
US08101614B2

反応ノート

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