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

HRID 2061615ノート

反応式

HRID 2061615 の反応式
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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  1. concentrationthe solution was concentrated

出典と根拠

ORDレコード
ord-2062d4a4e1cd4083b0133d6813e2817d
出典データセット
uspto-grants-2012_10
特許番号
US08283358B2

反応ノート

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