HCID 85871665, compound → HCID 45098666, compound

HRID 30393Notes

Reaction equation

HRID 30393 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2([C:12]([O:14]CC3C=CC=CC=3)=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=1>CO.[Pd]>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2([C:12]([OH:14])=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 85871665HCID 85871665, compound

Product 1

HCID 45098666HCID 45098666, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(4-pyridyl)cyclopentanecarboxylic acid, benzyl ester (Step C, 0.36 g, 1.3 mmol) in methanol (10 mL) was added palladium on carbon (10% w/w, 75 mg). The mixture was degassed and filled with hydrogen using a balloon. After stirring overnight, the reaction mixture was filtered through Celite, and the filtrate was concentrated to dryness to afford the title compound. LC-MS: m/e 192 (M+H)+ (0.8 min).

Workup

  1. customThe mixture was degassed
  2. additionfilled with hydrogen using a balloon
  3. filtrationthe reaction mixture was filtered through Celite
  4. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-f80828c4e0c14db28546774ee5327025
Source dataset
uspto-grants-2008_09
Patent number
US07423067B2

Reaction notes

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