Pyrazole, 3-amino-4-cyano-5-ethyl- → 2-Ethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1278198Notes

Reaction equation

HRID 1278198 reaction equation
[NH2:1][C:2]1[C:6]([C:7]#[N:8])=[C:5]([CH2:9][CH3:10])[NH:4][N:3]=1.CN(C)[CH:13]=[CH:14][C:15]([C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)=O>C(O)(=O)C>[CH2:9]([C:5]1[C:6]([C:7]#[N:8])=[C:2]2[N:1]=[CH:13][CH:14]=[C:15]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[N:3]2[N:4]=1)[CH3:10]

Participants

4

Reactant 2

HCID 114021Pyrazole, 3-amino-4-cyano-5-ethyl-HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one

Product 1

HCID 113456772-Ethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

As for Example 2, 2.72 g. of 3-amino-5-ethylpyrazole-4-carbonitrile is heated at reflux temperature for 16 hours with 3.52 g. of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one in 25 ml. of glacial acetic acid to give 2.65 g. of the product of the example as colorless crystals, m.p. 170°-172° C.

Workup

  1. temperatureat reflux temperature for 16 hours with 3.52 g

Sources & evidence

ORD record
ord-7717df1e1ad04ec592ca9a30f3d9a2e4
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

Loading…