HCID 25020358, compound → HCID 25020124, compound

HRID 561245Notes

Reaction equation

HRID 561245 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][N:10]([C:13]3[CH:14]=[N:15][N:16]([C@@H:18]([C@:20]([C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=4[F:35])([OH:27])[CH2:21][N:22]4[CH:26]=[N:25][CH:24]=[N:23]4)[CH3:19])[CH:17]=3)[C:9]2=[O:36])=[CH:4][CH:3]=1>C(O)(=O)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:14]=[N:15][N:16]([C@@H:18]([C@:20]([C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=4[F:35])([OH:27])[CH2:21][N:22]4[CH:26]=[N:25][CH:24]=[N:23]4)[CH3:19])[CH:17]=3)[C:9]2=[O:36])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 25020358HCID 25020358, compound

Product 1

HCID 25020124HCID 25020124, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

3-(4-Chlorophenyl)-1-(1-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-1H-pyrazol-4-yl)-1H-imidazol-2(3H)-one obtained in Step 5 (0.026 g, 0.051 mmol) was dissolved in acetic acid (1 mL), and 5% palladium on charcoal (5% Pd/C, 0.01 g) was added thereto, and the resulting mixture was stirred for 3 hours under a hydrogen atmosphere. The reaction mixture was filtered through celite and the filtrate was concentrated by evaporation under a reduced pressure to obtain the title compound (0.016 g, yield 62%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated by evaporation under a reduced pressure

Sources & evidence

ORD record
ord-0291b8177329483db8ed1f802e328d5b
Source dataset
uspto-grants-2011_11
Patent number
US08063229B2

Reaction notes

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