3-Dimethylamino-1-(6-methyl-2-pyridyl)-2-propen-1-one → 7-(6-Methyl-2-pyridyl)pyrazolo[1,5-a]pyrimidine

HRID 1278238Notes

Reaction equation

HRID 1278238 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.CN(C)[CH:9]=[CH:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[N:14]=1)=O>C(O)(=O)C>[CH3:19][C:15]1[N:14]=[C:13]([C:11]2[N:3]3[N:4]=[CH:5][CH:6]=[C:2]3[N:1]=[CH:9][CH:10]=2)[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 538801933-Dimethylamino-1-(6-methyl-2-pyridyl)-2-propen-1-oneHCID 178418806HCID 178418806, compound

Product 1

HCID 127662587-(6-Methyl-2-pyridyl)pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.84 g. of 3-aminopyrazole and 1.90 g. of 3-dimethylamino-1-(6-methyl-2-pyridyl)-2-propen-1-one and 25. ml. of glacial acetic acid is heated on a steam bath for 4 hours. The solvent was removed under reduced pressure. The residue is dissolved in dichloromethane and the solution passed through a short column of hydrous magnesium silicate. The element is concentrated and diluted with hexane to give 1.15 g. of crystals, m.p. 126°-127° C.

Workup

  1. additionA mixture of 0.84 g
  2. customThe solvent was removed under reduced pressure
  3. dissolutionThe residue is dissolved in dichloromethane
  4. concentrationThe element is concentrated
  5. additiondiluted with hexane
  6. customto give 1.15 g

Sources & evidence

ORD record
ord-c01ff57d431348029c0b2ca4c10ff24e
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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