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

HRID 2061613노트

반응식

HRID 2061613 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-337143da13124f6d85d6c57f80682400
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283358B2

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