Methanol → HCID 45112078, compound

HRID 1678701Notes

Reaction equation

HRID 1678701 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]([CH:17]([CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)/[CH:18]=[CH:19]/[C:20]3[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=3)=[C:15]3[C:10]([CH2:11][CH2:12][CH2:13][CH2:14]3)=[N:9]2)=[CH:4][CH:3]=1.CO>CCOC(C)=O.[Pd]>[CH:29]1([CH:17]([C:16]2[N:8]([C:5]3[CH:4]=[CH:3][CH:2]=[CH:7][CH:6]=3)[N:9]=[C:10]3[C:15]=2[CH2:14][CH2:13][CH2:12][CH2:11]3)[CH2:18][CH2:19][C:20]2[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 2

HCID 887MethanolHCID 45112077HCID 45112077, compound

Product 1

HCID 45112078HCID 45112078, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of [rac]-4-{(E)-3-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-3-cyclohexyl-propenyl}-benzoic acid (0.227 mmol; example 67.3) in 3 ml EtOAc was added 30 mg Pd (5%) on charcoal. 3 ml MeOH was added. The reaction mixture was vigorously stirred at room temperature under 1.5 bar H2 pressure for 1 hours. The reaction mixture was filtrated over dicalite and concentrated under vacuum. The residue was purified by preparative HPLC to give the title compound.

Workup

  1. filtrationThe reaction mixture was filtrated over dicalite
  2. concentrationconcentrated under vacuum
  3. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-a0388ea4e0544455beb435b549d32f0f
Source dataset
uspto-grants-2011_08
Patent number
US08008505B2

Reaction notes

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