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Trifluoroacetic acid → N-tert-butyl-2-fluoro-3-(piperazin-1-ylmethyl)benzamide

HRID 1878408
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HRID 1878408 반응식
[C:1]([NH:5][C:6]([C:8]1[C:9]([F:28])=[C:10]([CH:25]=[CH:26][CH:27]=1)[CH2:11][N:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([NH:5][C:6](=[O:7])[C:8]1[CH:27]=[CH:26][CH:25]=[C:10]([CH2:11][N:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)[C:9]=1[F:28])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57917710tert-Butyl 4-(3-(tert-butylcarbamoyl)-2-fluorobenzyl)piperazine-1-carboxylate

생성물 1

HCID 57917605N-tert-butyl-2-fluoro-3-(piperazin-1-ylmethyl)benzamide수율 85.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred mixture of tert-butyl 4-(3-(tert-butylcarbamoyl)-2-fluorobenzyl)piperazine-1-carboxylate (2.54 mmol, 1 g) in dichloromethane at room temperature was added trifluoro-acetic acid (53.9 mmol, 4 mL, 6.14 g). After 3 hours stirring the reaction was concentrated under reduced pressure. The residue was taken up in dichloromethane/methanol and loaded on to strong cation exchange column (10 g) and washed with dichloromethane/methanol. Elution of the column with 2M ammonia in methanol gave the title compound (636 mg). MS (ESI) m/z 294.4 [M+H]+

후처리

  1. concentrationwas concentrated under reduced pressure
  2. washwashed with dichloromethane/methanol
  3. washElution of the column with 2M ammonia in methanol

출처 및 근거

ORD 기록
ord-26bcf293ffd146baa212db40ae983915
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08314091B2

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