3-amino-5-methyl-1H-pyrazole-4-carbonitrile → 2,6-Dimethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1278229노트

반응식

HRID 1278229 반응식
C[N:2]([CH3:14])[CH:3]=[C:4]([CH3:13])[C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=O.[NH2:15][C:16]1[C:20](C#N)=[C:19]([CH3:23])[NH:18][N:17]=1>C(O)(=O)C>[CH3:23][C:19]1[C:20]([C:16]#[N:15])=[C:14]2[N:2]=[CH:3][C:4]([CH3:13])=[C:5]([C:7]3[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=3)[N:17]2[N:18]=1

참가 물질

4

반응물 2

HCID 2274603-amino-5-methyl-1H-pyrazole-4-carbonitrileHCID 543564803-Dimethylamino-2-methyl-1-(3-pyridyl)-2-propen-1-one

생성물 1

HCID 118175332,6-Dimethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 1.90 g. of 3-dimethylamino-2-methyl-1-(3-pyridyl)-2-propen-1-one and 1.22 g. of 3-amino-5-methylpyrazole-4-carbonitrile in 25 ml. of glacial acetic acid is refluxed for 6 hours. The solvent is removed in vacuo and the residue partitioned between dichloromethane and saturated sodium bicarbonate solution. The dichloromethane layer is separated, dried over anhydrous sodium sulfate and passed through a column of hydrous magnesium silicate. The eluent is concentrated and hexane added to give 0.95 g. of the product of the example, m.p. 207°-209° C.

후처리

  1. additionA mixture of 1.90 g
  2. customThe solvent is removed in vacuo
  3. customthe residue partitioned between dichloromethane and saturated sodium bicarbonate solution
  4. customThe dichloromethane layer is separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe eluent is concentrated
  7. additionhexane added
  8. customto give 0.95 g

출처 및 근거

ORD 기록
ord-8164944684734bd5a5356bb8e83c1ee0
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04281000

반응 노트

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