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

HRID 1278229

反応式

HRID 1278229 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8164944684734bd5a5356bb8e83c1ee0
出典データセット
uspto-grants-1981_07
特許番号
US04281000

関連ノート

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