Sodium Hydroxide → 4-(4-Amino-2,5-difluorophenyl)pyridine-2-carboxamide

HRID 388517ノート

反応式

HRID 388517 の反応式
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5](O)=[C:4]([F:10])[CH:3]=1.CC(C)([O-])C.[K+].Cl[C:18]1[CH:23]=[CH:22][N:21]=[C:20]([C:24]([NH2:26])=[O:25])[CH:19]=1.[OH-].[Na+]>CS(C)=O>[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:18]2[CH:23]=[CH:22][N:21]=[C:20]([C:24]([NH2:26])=[O:25])[CH:19]=2)=[C:4]([F:10])[CH:3]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 3035434-Chloropyridine-2-carboxamideHCID 27787624-Amino-2,5-difluorophenolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 685037274-(4-Amino-2,5-difluorophenyl)pyridine-2-carboxamide収率 78.6%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

4-Amino-2,5-difluorophenol (4.95 g) was dissolved in dimethyl sulfoxide (50 ml) under a nitrogen stream, and potassium tert-butoxide (4.05 g) was added at room temperature, and the mixture was stirred for 25 minutes. 4-Chloropyridine-2-carboxamide (2.70 g) was added to the mixture, which was stirred at 80° C. for 2.5 hours. The reaction mixture was allowed to cool down to room temperature, and a 1N aqueous solution of sodium hydroxide (74.25 ml) was added, and the mixture was stirred for 10 hours. The precipitated solid was collected by filtration, and the resultant solid was washed with water. The solid was dried by hot air at 100° C. for 24 hours to give the title compound (3.38 g, 74%) as purple powder.

後処理

  1. additionwas added at room temperature
  2. stirringwas stirred at 80° C. for 2.5 hours
  3. stirringthe mixture was stirred for 10 hours
  4. filtrationThe precipitated solid was collected by filtration
  5. washthe resultant solid was washed with water
  6. customThe solid was dried by hot air at 100° C. for 24 hours

出典と根拠

ORDレコード
ord-990327e01a054009a4d1ee6a72938531
出典データセット
uspto-grants-2013_02
特許番号
US08377938B2

反応ノート

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