Sodium Cyanide → ethyl 5-cyano-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate

HRID 1249434

反応式

HRID 1249434 の反応式
Cl[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[C-:18]#[N:19].[Na+]>CN(C=O)C>[C:18]([C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:19]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 13654084Ethyl 5-chloro-1-(pyridin-2-YL)-1H-pyrazole-4-carboxylate

生成物 1

HCID 13654086ethyl 5-cyano-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate収率 66.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 7.36 g of 5-chloro-1-(2-pyridinyl)-1H-pyrazole-4-carboxylic acid, ethyl ester, 3.2 g of sodium cyanide and 25 ml of DMF was heated at approximately 100° C. for 3 hours. The reaction mixture was cooled and poured into 300 ml of ice water. The precipitated solid was collected by filtration to afford 5.79 of solid. This material was recrystallized from ethanol to provide 4.72 g of 5-cyano-1-(2-pyridinyl)-1H-pyrazole-4-carboxylic acid, ethyl ester. mp=112°-114° C.

後処理

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe precipitated solid was collected by filtration
  3. customto afford 5.79 of solid
  4. customThis material was recrystallized from ethanol

出典と根拠

ORDレコード
ord-8f906f500fe34e4e9d048b9bc49fb0f9
出典データセット
uspto-grants-1986_12
特許番号
US04631343

関連ノート

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