4-(Trifluoromethyl)benzenesulfonyl chloride → 7-(3-Bromophenyl)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one

HRID 2061613ノート

反応式

HRID 2061613 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:15][CH:14]3[NH:16][CH:10]([CH2:11][C:12](=[O:17])[CH2:13]3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[F:18][C:19]([F:31])([F:30])[C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>N1C=CC=CC=1.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:15][CH:14]3[N:16]([S:26]([C:23]4[CH:22]=[CH:21][C:20]([C:19]([F:18])([F:30])[F:31])=[CH:25][CH:24]=4)(=[O:28])=[O:27])[CH:10]([CH2:11][C:12](=[O:17])[CH2:13]3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 27773994-(Trifluoromethyl)benzenesulfonyl chlorideHCID 673036667-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one

生成物 1

HCID 673032167-(3-Bromophenyl)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one収率 19%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one (90) and 4-(trifluoromethyl)benzene-1-sulfonyl chloride (12.25 g, 50.1 mmol) in pyridine (100 ml) and CH2Cl2 (100 ml) was stirred for 24 h. The solution was concentrated and flash chromatographed with CH2Cl2 as the eluant to yield 2.29 g (19% yield over 4 steps) of compound 91 as a pink solid.

後処理

  1. concentrationThe solution was concentrated
  2. customflash chromatographed with CH2Cl2 as the eluant

出典と根拠

ORDレコード
ord-337143da13124f6d85d6c57f80682400
出典データセット
uspto-grants-2012_10
特許番号
US08283358B2

反応ノート

読み込み中…