Ethanol → HCID 68515031, compound

HRID 1717278Notes

Reaction equation

HRID 1717278 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([CH2:14][CH2:15][CH3:16])=[C:12]([C:17]([NH:19][CH:20]3[CH2:22][CH2:21]3)=[O:18])[N:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].C([OH:25])C>[Ni]>[NH2:2][C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([CH2:14][CH2:15][CH3:16])=[C:12]([C:17]([NH:19][CH:20]3[CH2:22][CH2:21]3)=[O:18])[N:11]=[N:10]2)=[CH:5][CH:4]=1)=[O:25]

Participants

4

Reactant 2

HCID 702EthanolHCID 68515758HCID 68515758, compound

Product 1

HCID 68515031HCID 68515031, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

To a solution of 1-(4-cyanophenyl)-N-cyclopropyl-5-propyl-1H-1,2,3-triazole-4-carboxamide (0.43 g) obtained in Example 64b) in ethanol (15 ml) was added Raney-nickel (0.09 g), and the mixture was stirred at room temperature for 14 hr under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column (ethyl acetate/hexane=1/1 to ethyl acetate) to give the title compound as a pale-yellow powder (0.11 g, 24%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column (ethyl acetate/hexane=1/1 to ethyl acetate)

Sources & evidence

ORD record
ord-ab523138d2a84bef9962886ffb650457
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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