Acetic Acid → 6-(3-Bromophenyl)-10-{[4-(trifluoromethyl)phenyl]sulfonyl}-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazole

HRID 2061615노트

반응식

HRID 2061615 반응식
O.[NH2:2][NH2:3].[Br:4][C:5]1[CH:6]=[C:7]([CH:11]2[CH2:18][CH:17]3[N:19]([S:20]([C:23]4[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=4)(=[O:22])=[O:21])[CH:13]([CH2:14][C:15](=O)[C:16]3=[CH:33]O)[CH2:12]2)[CH:8]=[CH:9][CH:10]=1.C(O)(=O)C>CCO>[Br:4][C:5]1[CH:6]=[C:7]([CH:11]2[CH2:12][CH:13]3[N:19]([S:20]([C:23]4[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:25][CH:24]=4)(=[O:22])=[O:21])[CH:17]([C:16]4[CH:33]=[N:3][NH:2][C:15]=4[CH2:14]3)[CH2:18]2)[CH:8]=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 673031627-(3-Bromophenyl)-2-(hydroxymethylene)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one

생성물 1

HCID 452798896-(3-Bromophenyl)-10-{[4-(trifluoromethyl)phenyl]sulfonyl}-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

21% NaOEt (6 ml, 16.1 mmol) was added to a solution of 7-(3-Bromophenyl)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one (90) (2.28 g, 4.54 mmol) and ethyl formate (6 ml, 74.5 mmol) in THF (20 ml). The solution was placed into a preheated oil bath at 60° C. After stirring for 30 min, the solution was cooled to ambient temperature, diluted with saturated aqueous NH4Cl, and extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered, and concentrated to afford 7-(3-bromophenyl)-2-(hydroxymethylene)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one. Hydrazine monohydrate (3 ml) was added to a solution of 7-(3-bromophenyl)-2-(hydroxymethylene)-9-(4-(trifluoromethyl)phenylsulfonyl)-9-azabicyclo[3.3.1]nonan-3-one and glacial acetic acid (1 ml) in EtOH (20 ml). After stirring for 18 h, the solution was concentrated to afford compound 92.

후처리

  1. concentrationthe solution was concentrated

출처 및 근거

ORD 기록
ord-2062d4a4e1cd4083b0133d6813e2817d
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283358B2

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