1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → 7-(3-Pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1278194Notes

Reaction equation

HRID 1278194 reaction equation
C[N:2]([CH3:13])[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=O.N[C:15]1[C:19]([C:20]#[N:21])=C[NH:17][N:16]=1>C(O)(=O)C>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:5]2[N:17]3[N:16]=[CH:15][C:19]([C:20]#[N:21])=[C:13]3[N:2]=[CH:3][CH:4]=2)[CH:8]=1

Participants

4

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178510443HCID 178510443, compound

Product 1

HCID 112183037-(3-Pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 17.61 g. of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one and 10.8 g. of 3-aminopyrazole-4-carbonitrile in 75 ml. of glacial acetic acid is heated at reflux temperature for 6 hours. The procedure described in Example 1 is continued to give the product of the example as tan crystals, m.p. 258°-260° C.

Workup

  1. additionA mixture of 17.61 g
  2. temperatureat reflux temperature for 6 hours
  3. customto give the product of the example as tan crystals, m.p. 258°-260° C.

Sources & evidence

ORD record
ord-7c514fca7fa84fdaba9bdba01436bc77
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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