HCID 68516290, compound → 1-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide

HRID 1717230Notes

Reaction equation

HRID 1717230 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=3)[C:11]=2[CH2:12][CH2:13][CH3:14])=[O:6])[CH2:3][CH2:2]1>C(O)C.[Pd]>[NH2:21][C:18]1[CH:19]=[CH:20][C:15]([N:10]2[C:11]([CH2:12][CH2:13][CH3:14])=[C:7]([C:5]([NH:4][CH:1]3[CH2:2][CH2:3]3)=[O:6])[N:8]=[N:9]2)=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 68516290HCID 68516290, compound

Product 1

HCID 685175481-(4-aminophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamideYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-cyclopropyl-1-(4-nitrophenyl)-5-propyl-1H-1,2,3-triazole-4-carboxamide (1.2 g) obtained in Example 1c) in ethanol (38 ml) was added 10% Pd/C (50% wet) (0.12 g) and the mixture was stirred overnight under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column (methanol/ethyl acetate=1/10) to give the title compound as a white powder (0.91 g, 84%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column (methanol/ethyl acetate=1/10)

Sources & evidence

ORD record
ord-0839e9ea0c7c46d5a935b6ffc19cc23c
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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