Pyrimidine-4-carbohydrazide → N-pentyl-5-(3-pyrimidin-4-yl-1H-1,2,4-triazol-5-yl)-1H-imidazol-4-amine

HRID 2374320Notes

Reaction equation

HRID 2374320 reaction equation
[CH2:1]([NH:6][C:7]1[N:8]=[CH:9][NH:10][C:11]=1[C:12](SC)=[NH:13])[CH2:2][CH2:3][CH2:4][CH3:5].[N:16]1[CH:21]=[CH:20][C:19]([C:22]([NH:24][NH2:25])=O)=[N:18][CH:17]=1>C(O)C>[CH2:1]([NH:6][C:7]1[N:8]=[CH:9][NH:10][C:11]=1[C:12]1[NH:25][N:24]=[C:22]([C:19]2[CH:20]=[CH:21][N:16]=[CH:17][N:18]=2)[N:13]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 468664Pyrimidine-4-carbohydrazideHCID 135984704methyl 4-(pentylamino)-1H-imidazole-5-carbimidothioate

Product 1

HCID 135984710N-pentyl-5-(3-pyrimidin-4-yl-1H-1,2,4-triazol-5-yl)-1H-imidazol-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of methyl 4-(pentylamino)-1H-imidazole-5-carbimidothioate (1.5 g, 6.6 mmol) and pyrimidine-4-carbohydrazide (1.2 g, 8.7 mmol) in ethanol (10 mL) was refluxed overnight. The reaction mixture was concentrated under reduced pressure to yield the desired product as light green viscous oil. LCMS calculated for C14H19N8 (M+H): 299.2; found: 299.1.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0f7b137aa3464b3ca6c0e436b253e008
Source dataset
uspto-grants-2008_12
Patent number
US07462624B2

Reaction notes

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