3-Amino-5-methyl-4H-1,2,4-triazole → 2-Methyl-7-(3-pyridyl)[1,2,4]triazolo[1,5-a]pyrimidine

HRID 326090

Reaction equation

HRID 326090 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH3:7])[NH:4][N:3]=1.CN(C)[CH:10]=[CH:11][C:12]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)=O>C(O)(=O)C>[CH3:7][C:5]1[N:6]=[C:2]2[N:1]=[CH:10][CH:11]=[C:12]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:3]2[N:4]=1

Participants

4

Reactant 2

HCID 2346103-Amino-5-methyl-4H-1,2,4-triazoleHCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one

Product 1

HCID 133090472-Methyl-7-(3-pyridyl)[1,2,4]triazolo[1,5-a]pyrimidineYield 40.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A reaction mixture of 0.98 g of 3-amino-5-methyl-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. The procedure was continued as for Example 1 to give 0.85 g of the product of the Example as colorless crystals, mp 244°-245° C.

Workup

  1. temperaturewas refluxed for six hours

Sources & evidence

ORD record
ord-bad9db7dc83c474b9c6285756bf3a620
Source dataset
uspto-grants-1984_04
Patent number
US04444774

Linked notes

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