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Trifluoroacetic acid → 2-(Aminomethyl)-5-fluoro-n-methylbenzamide trifluoroacetate salt

HRID 348120
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HRID 348120 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7]C(=O)OC(C)(C)C)=[C:4]([C:17](=[O:20])[NH:18][CH3:19])[CH:3]=1.[C:21]([C:25]([OH:27])=[O:26])([F:24])([F:23])[F:22]>C(Cl)Cl>[F:22][C:21]([F:24])([F:23])[C:25]([OH:27])=[O:26].[NH2:7][CH2:6][C:5]1[CH:15]=[CH:16][C:2]([F:1])=[CH:3][C:4]=1[C:17]([NH:18][CH3:19])=[O:20]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 11984298Tert-butyl 4-fluoro-2-[(methylamino)carbonyl]benzylcarbamate

생성물 1

HCID 210698142-(Aminomethyl)-5-fluoro-n-methylbenzamide trifluoroacetate salt수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 4-fluoro-2-(methylcarbamoyl)benzylcarbamate (7.70 g, 27.3 mmol; prepared from 2-bromo-5-fluorobenzoic acid using literature methods) in CH2Cl2 (100 mL) was added CF3CO2H (25 mL) and the mixture stirred at room temperature for 15 min. This was concentrated in vacuo and the residue triturated with diethyl ether to obtain 8.0 g (Yield 99%) of the title compound as a white powder. 1H NMR (300 MHz, D2O) δ ppm: 2.93 (3H, s) 4.20 (2H, s) 7.35 (1H, dt, J=8.5, 3 Hz) 7.42 (1H, dd, J=9.0, 2.7 Hz) 7.57 (1H, dd, J=8.4, 5.5 Hz); LC/MS m/z 183 (M+H).

후처리

  1. concentrationThis was concentrated in vacuo
  2. customthe residue triturated with diethyl ether

출처 및 근거

ORD 기록
ord-00bd981a0c2447ff9afadabca3988d5e
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07176196B2

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