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

HRID 600591Notes

Reaction equation

HRID 600591 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-0301d54d96ba4cd38f06a91539f71db0
Source dataset
uspto-grants-2011_03
Patent number
US07902205B2

Reaction notes

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