2-Pyridinemethanamine → 2,5-Bis(2,2,2-trifluoroethoxy)-N-(2-pyridylmethyl)benzamide

HRID 1862566

반응식

HRID 1862566 반응식
[F:1][C:2]([F:21])([F:20])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:10][C:6]=1[C:7]([OH:9])=O.[NH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1>C(OCC)(=O)C>[F:20][C:2]([F:1])([F:21])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:10][C:6]=1[C:7]([NH:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)=[O:9]

참가 물질

4

반응물 2

HCID 195092-Pyridinemethanamine2회HCID 27360782,5-bis(2,2,2-trifluoroethoxy)benzoic Acid

생성물 1

HCID 936692,5-Bis(2,2,2-trifluoroethoxy)-N-(2-pyridylmethyl)benzamide수율 685.8%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 8.93 g (2.5 mmole) of compound (II) in 80 mL of ethyl acetate under argon, 2-(aminomethyl)pyridine (3.2 g, 3.0 mmole) were added with stirring and the mixture was refluxed for 4 hours. An additional 1 g of 2-(aminomethyl)pyridine was added and the mixture was refluxed for two more hours. The ethyl acetate was evaporated under reduced pressure and the residue was passed through a 12 cm column containing silica gel with a mixture of methylene chloride:hexane (1:1) as eluent. The column was washed with methylene chloride and the combined solutions were evaporated under reduced pressure. The residue was crystallized from CH2CI2:hexane (1:2) to give 7 g (69% yield) of 2,5-bix(2,2,2-trifluoroethoxy)-N-(2-pyridylmethyl)benzamide (V) m.p. 104-106° C., purity 99.8% (GC).

후처리

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperaturethe mixture was refluxed for two more hours
  3. customThe ethyl acetate was evaporated under reduced pressure
  4. additioncontaining silica gel
  5. additionwith a mixture of methylene chloride:hexane (1:1) as eluent
  6. washThe column was washed with methylene chloride
  7. customthe combined solutions were evaporated under reduced pressure
  8. customThe residue was crystallized from CH2CI2:hexane (1:2)

출처 및 근거

ORD 기록
ord-9e7ba310ce8e458888cbf5ec50eeba43
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06538138B1

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