HCID 68517911, compound → HCID 57665206, compound

HRID 1717397Notes

Reaction equation

HRID 1717397 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([NH:29][CH2:30][CH3:31])=[O:28])=[CH:23][CH:22]=3)[C:11]=2[CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[O:6])[CH2:3][CH2:2]1>C(O)C.C(O)(=O)C.[Pd]>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:21]3[CH:22]=[CH:23][C:24]([C:27]([NH:29][CH2:30][CH3:31])=[O:28])=[CH:25][CH:26]=3)[C:11]=2[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)=[O:6])[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 68517911HCID 68517911, compound

Product 1

HCID 57665206HCID 57665206, compoundYield 78.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 18476134Acetic acid ethanolSolvent

Procedure

To a mixed solution of N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-5-[2-(3-fluorophenyl)vinyl]-1H-1,2,3-triazole-4-carboxamide (140 mg) obtained in Example 419 in ethanol/acetic acid (1/3, 8 ml) was added Pd/C (80 mg), and the mixture was stirred under a hydrogen stream for 15 hr. The catalyst was removed by filtration through celite, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column (ethyl acetate) and recrystallized from ethyl acetate/hexane to give the title compound as a colorless powder (110 mg).

Workup

  1. customThe catalyst was removed by filtration through celite
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column (ethyl acetate)
  4. customrecrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-3813ac359821437b820c46c4f9a01147
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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