Ethanol → HCID 57664852, compound

HRID 1717390Notes

Reaction equation

HRID 1717390 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[O:19])=[CH:14][C:13]=3[C:26]#[C:27][CH2:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:11]=2)=[O:6])[CH2:3][CH2:2]1.C(O)C>C(O)(=O)C.[C].[Pd]>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][C:22]([F:23])([F:24])[F:25])=[O:19])=[CH:14][C:13]=3[CH2:26][CH2:27][CH2:28][CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:11]=2)=[O:6])[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 702EthanolHCID 57664787HCID 57664787, compound

Product 1

HCID 57664852HCID 57664852, compoundYield 10%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of N-cyclopropyl-1-(2-(4-phenylbut-1-yn-1-yl)-4-{[(2,2,2-trifluoroethyl)amino]carbonyl}phenyl)-1H-1,2,3-triazole-4-carboxamide (42.8 mg) obtained in Example 384 in acetic acid (7.0 ml)—ethanol (5.0 ml) was added palladium-carbon (20 mg). The reaction mixture was stirred under a hydrogen atmosphere at room temperature for 2 days, and the insoluble material was filtered off. The solvent was evaporated, and the residue was purified by silica gel column (hexane/ethyl acetate=4/1 to 2/3). The resultant product was recrystallized from ethyl acetate/hexane to give the title compound as a colorless powder (4.3 mg, 10%).

Workup

  1. filtrationthe insoluble material was filtered off
  2. customThe solvent was evaporated
  3. customthe residue was purified by silica gel column (hexane/ethyl acetate=4/1 to 2/3)
  4. customThe resultant product was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-a1ac15d4df6b4854af50b6f9dea8ffaf
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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