HCID 22261767, compound → HCID 22261512, compound

HRID 1610588Notes

Reaction equation

HRID 1610588 reaction equation
C([C:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:40])([F:39])[CH:36]([F:38])[F:37])[CH:29]=1)([CH:12]([OH:26])[C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:15][N:14]=1)[C:9]([OH:11])=[O:10])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[OH:26][CH:12]([C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:15][N:14]=1)[CH:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:40])([F:39])[CH:36]([F:38])[F:37])[CH:29]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 22261767HCID 22261767, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22261512HCID 22261512, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of benzyl 3-hydroxy-3-(5-phenoxypyridin-2-yl)-2-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]propanoic acid (5.07 g, 9.09 mmol, crude) in ethanol (500 ml) was added 10% palladium/carbon (containing water by 50%) (500 mg), and the mixture was stirred overnight under a 1 atm hydrogen stream. The reaction solution was filtered with celite, and the filtrate was concentrated to give the objective substance (4.22 g, 100%, crude). The present compound was used for the next reaction as a crude compound.

Workup

  1. filtrationThe reaction solution was filtered with celite
  2. concentrationthe filtrate was concentrated
  3. customto give the objective substance (4.22 g, 100%, crude)

Sources & evidence

ORD record
ord-5a8e5b51a38c48ae9db55b44fed98857
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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