5-(Trifluoromethyl)pyridine-2-carbonitrile → [5-(Trifluoromethyl)pyridin-2-yl]methanamine

HRID 1181383

반응식

HRID 1181383 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][N:4]=1)#[N:2]>C(O)C.[OH-].[NH4+].[Ni]>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:10])[F:11])=[CH:5][N:4]=1

참가 물질

5

반응물 1

HCID 15353725-(Trifluoromethyl)pyridine-2-carbonitrile

생성물 1

HCID 3796375[5-(Trifluoromethyl)pyridin-2-yl]methanamine수율 30.5%

시약·촉매·용매 3

HCID 935Nickel촉매HCID 702Ethanol용매HCID 14923Ammonium Hydroxide용매

실험 절차

To a nitrogen flushed solution of 2-cyano-5-(trifluoromethyl)pyridine (Description 1; 8.0 g, 46.5 mmol) in a mixture of ethanol (100 ml) and ammonium hydroxide (25 ml) was added a spatula end of Raney Nickel and the resulting mixture hydrogenated at 50 psi overnight. The catalyst was removed by filtration and the filtrate was evaporated to dryness. The residue was purified by column chromatography on silica eluting with a gradient rising from 2% MeOH in dichloromethane+0.5% NH4OH to 5% MeOH in dichloromethane+0.5% NH4OH to give the title compound (2.5 g, 30%) as a yellow oil.

후처리

  1. customhydrogenated at 50 psi overnight
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated to dryness
  4. customThe residue was purified by column chromatography on silica eluting with a gradient

출처 및 근거

ORD 기록
ord-8b793d41cda548b9a29289ee00b56bb1
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285563B2

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