3-Cyanopyridine → 2,4-difluoro-N-(pyridin-3-ylmethyl)aniline

HRID 1656113ノート

反応式

HRID 1656113 の反応式
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1N.[H][H]>[Rh]>[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1[NH:2][CH2:1][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 793-CyanopyridineHCID 97092,4-DifluoroanilineHCID 178418361HCID 178418361、化合物3 回

生成物 1

HCID 110961292,4-difluoro-N-(pyridin-3-ylmethyl)aniline

試薬・触媒・溶媒 1

HCID 23948Rhodium触媒

実験手順

A mixture of 3-cyanopyridine (10.4 g), 2,4-difluoroaniline (129.1 g) and a 5% rhodium on carbon catalyst (1.0 g) was treated with hydrogen at 60 psig and 25-30 deg C. until two equivalents of hydrogen had reacted. The hydrogen pressure was incrementally increased to 400 psig during the course of the reaction. After cooling, venting and purging with nitrogen, the catalyst was removed by filtration. The filtrate analyzed and found to contain 10.4 g of N-(2,4-diflourophenyl)-N-(3-pyridylmethyl)amine which could be isolated by distillation (158-164 deg. C. @ 3mm Hg) and recrystallization (cyclohexane) to give a white solid with a melting point of 88.5-90 deg C.

後処理

  1. temperatureAfter cooling
  2. custompurging with nitrogen
  3. customthe catalyst was removed by filtration
  4. customcould be isolated by distillation (158-164 deg. C. @ 3mm Hg) and recrystallization (cyclohexane)
  5. customto give a white solid with a melting point of 88.5-90 deg C

出典と根拠

ORDレコード
ord-25aecfd4b0c34e67882dfb765440ee9f
出典データセット
uspto-grants-1993_10
特許番号
US05252741

反応ノート

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