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

HRID 1249434

반응식

HRID 1249434 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 13654086Ethyl 5-cyano-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate수율 66.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8f906f500fe34e4e9d048b9bc49fb0f9
출처 데이터셋
uspto-grants-1986_12
특허 번호
US04631343

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