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

HRID 1181383

反応式

HRID 1181383 の反応式
[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

参加物

5

反応物 1

HCID 15353725-(Trifluoromethyl)pyridine-2-carbonitrile

生成物 1

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

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 14923Ammonium Hydroxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8b793d41cda548b9a29289ee00b56bb1
出典データセット
uspto-grants-2007_10
特許番号
US07285563B2

関連ノート

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