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Trifluoroacetic acid → 3-Aminomethyl-5-chloro-4-fluoro-benzonitrile

HRID 1527475
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HRID 1527475 반응식
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([C:15]#[N:16])[CH:12]=[C:11]([Cl:17])[C:10]=1[F:18])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]1[CH:14]=[C:13]([CH:12]=[C:11]([Cl:17])[C:10]=1[F:18])[C:15]#[N:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 68283962(3-Chloro-5-cyano-2-fluoro-benzyl)-carbamic acid tert-butyl ester

생성물 1

HCID 682834833-Aminomethyl-5-chloro-4-fluoro-benzonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (3-chloro-5-cyano-2-fluoro-benzyl)-carbamic acid tert-butyl ester (645 mg, 2.27 mmol) in CH2Cl2 (15 mL) was added TFA (1.75 mL, 22.7 mmol), and stirring was continued at RT overnight. Volatiles were removed under reduce pressure, water was added and the mixture was washed with EtOAc. The aqueous layer was basified to pH=12 by addition of 4M NaOH solution and extracted twice with EtOAc. The combined organics were dried (phase separator) and evaporated to afford the title compound as a beige solid. MS (LC/MS): 185.0 [M+H]+; tR (HPLC conditions c): 2.62 min.

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후처리

  1. customVolatiles were removed
  2. additionwas added
  3. washthe mixture was washed with EtOAc
  4. additionThe aqueous layer was basified to pH=12 by addition of 4M NaOH solution
  5. extractionextracted twice with EtOAc
  6. customThe combined organics were dried (phase separator)
  7. customevaporated

출처 및 근거

ORD 기록
ord-7ae8cd0958a2440cac83ab203cc94379
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09085555B2

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