1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → 2-Ethyl-7-(3-pyridyl)[1,2,4]triazolo[1,5-a]pyrimidine

HRID 326092

Reaction equation

HRID 326092 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH2:7][CH3:8])[NH:4][N:3]=1.CN(C)[CH:11]=[CH:12][C:13]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)=O>C(O)(=O)C>[CH2:7]([C:5]1[N:6]=[C:2]2[N:1]=[CH:11][CH:12]=[C:13]([C:15]3[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=3)[N:3]2[N:4]=1)[CH3:8]

Participants

4

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 17142045-ethyl-1H-1,2,4-triazol-3-amine

Product 1

HCID 133090492-Ethyl-7-(3-pyridyl)[1,2,4]triazolo[1,5-a]pyrimidineYield 67.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1.12 g of 3-amino-5-ethyl-1,2,4-triazole and 1.76 g of 3-dimethylamino-1-(3-pyridyl)-2-propene-1-one in 25 ml of glacial acetic acid was refluxed for six hours and the procedure of Example 1 was continued to give 1.51 g of the desired product as colorless needles, mp 147°-149° C.

Workup

  1. temperaturewas refluxed for six hours

Sources & evidence

ORD record
ord-31677377b23d444bafe5892f8d4658f0
Source dataset
uspto-grants-1984_04
Patent number
US04444774

Linked notes

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