HCID 46940198, compound → HCID 46940199, compound

HRID 1095909Notes

Reaction equation

HRID 1095909 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:23]=[CH:24]/[C:25]2[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=2)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([OH:21])([C:14]1[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=1)[C:10]([F:13])([F:12])[F:11]>CCOC(C)=O.[Pd].[O-2].[Al+3].[O-2].[O-2].[Al+3]>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:23][CH2:24][C:25]2[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=2)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([OH:21])([C:14]1[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=1)[C:10]([F:11])([F:12])[F:13]

Participants

4

Reactant 1

HCID 46940198HCID 46940198, compound

Product 1

HCID 46940199HCID 46940199, compoundYield 16.6%

Reagents, catalysts & solvents 2

HCID 131712808Palladium aluminum oxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-((E)-2-{3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-propyl]-phenyl}-vinyl)-benzoic acid (Example 66, 12 mg) and palladium/aluminum oxide (0.3 mg) in EtOAc (2.5 ml) was stirred overnight under a hydrogen atmosphere. The mixture was filtered and concentrated to give the title compound (2 mg) as light brown oil. MS (m/e)=478.1 [M+H+].

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2a0f27a3c7cc4a759f31cdee8304d85c
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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