4,6-Nonanedione → 2-Methyl-5,7-dipropylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 231520Notes

Reaction equation

HRID 231520 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]#[N:9].[CH3:10][CH2:11][CH2:12][C:13](=O)[CH2:14][C:15](=O)[CH2:16][CH2:17][CH3:18]>C(O)(=O)C>[CH3:7][C:4]1[C:3]([C:8]#[N:9])=[C:2]2[N:1]=[C:13]([CH2:12][CH2:11][CH3:10])[CH:14]=[C:15]([CH2:16][CH2:17][CH3:18])[N:6]2[N:5]=1

Participants

4

Reactant 2

HCID 264544,6-NonanedioneHCID 178434678HCID 178434678, compound

Product 1

HCID 145018642-Methyl-5,7-dipropylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred mixture of 4.88 g of 5-amino-3-methylpyrazole-4-carbonitrile and 6.25 g of 4,6-nonanedione in 50 ml of glacial acetic acid was heated at reflux for 10 hours. The reaction mixture after reflux was worked up as described in Example 50 to give 7.80 of 2-methyl-5,7-dipropylpyrazolo[1,5-a]pyrimidine-3-carbonitrile, mp 73°-74° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 10 hours
  3. temperatureThe reaction mixture after reflux

Sources & evidence

ORD record
ord-89c615348933471da2cd3e9a21c3df0d
Source dataset
uspto-grants-1989_07
Patent number
US04847256

Reaction notes

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