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N-[4-(2-Chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide → 4-(2-Chlorophenyl)pyridin-3-amine

HRID 379380
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HRID 379380 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[NH:14]C(=O)C(C)(C)C>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[NH2:14]
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참가 물질

3

반응물 1

HCID 18403361N-[4-(2-Chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide

생성물 1

HCID 184033604-(2-Chlorophenyl)pyridin-3-amine수율 95%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

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온도
92.5 °C

실험 절차

A suspension of 22.2 g (77 mmol) N-[4-(2-chloro-phenyl)-pyridin-3-yl]-2,2-dimethyl-propionamide in 730 ml 3 N hydrochloric acid solution was heated to 90-95° C. overnight. The reaction mixture was cooled to room temperature, washed with three 130 ml portions diethyl ether and 500 ml ethyl acetate were added. The aqueous phase was adjusted to pH 7-8 by addition of 28% sodium hydroxide solution under ice cooling. The organic phase was separated and the product was extracted with three 200 ml portions of ethyl acetate. The combined organic layers were dried (magnesium sulfate) and evaporated to give 14.9 g (95%) of the title compound as white crystals.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with three 130 ml portions diethyl ether and 500 ml ethyl acetate
  3. additionwere added
  4. additionThe aqueous phase was adjusted to pH 7-8 by addition of 28% sodium hydroxide solution under ice cooling
  5. customThe organic phase was separated
  6. extractionthe product was extracted with three 200 ml portions of ethyl acetate
  7. dry with materialThe combined organic layers were dried (magnesium sulfate)
  8. customevaporated

출처 및 근거

ORD 기록
ord-aa1e10b85d444d7ca47bb55218a2a504
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297375B1

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