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Trifluoroacetic acid → HCID 86650181, 화합물

HRID 2066490
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HRID 2066490 반응식
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][N:11]([C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])[CH2:12]2)=O)(C)(C)C.[C:22]([OH:28])([C:24]([F:27])([F:26])[F:25])=[O:23]>C(Cl)Cl>[F:25][C:24]([F:27])([F:26])[C:22]([OH:28])=[O:23].[CH:13]12[NH:8][CH:9]([CH2:15][CH2:14]1)[CH2:10][N:11]([C:16](=[O:21])[C:17]([F:18])([F:19])[F:20])[CH2:12]2
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 21904733tert-Butyl 3-(trifluoroacetyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

생성물 1

HCID 86650181HCID 86650181, 화합물수율 66%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (212 mg, 1.0 mmol) in DCM (4 mL) were added triethylamine (208 μL, 1.5 mmol) and trifluoroacetic anhydride (169 μL, 1.2 mmol) at 0° C. and the mixture stirred at 0° C. for 2 h. The reaction mixture was concentrated in vacuo and the resultant residue was purified by column chromatography to give 3-(2,2,2-trifluoro-acetyl)-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester as a colourless oil. To a solution of 3-(2,2,2-trifluoro-acetyl)-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester in DCM (4 mL) was added TFA (1 mL) and the solution stirred at RT for 1 h. The reaction mixture was concentrated in vacuo to give the title compound as a colourless oil (212 mg, 66%).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-90b7ba20644848669e398ea7575bb784
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08293735B2

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