Methyl 5-bromo-1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate → Methyl 1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 253087Notes

Reaction equation

HRID 253087 reaction equation
Br[C:2]1[C:7](=[O:8])[N:6]([CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[C:4]([C:14]([O:16][CH3:17])=[O:15])[CH:3]=1>CO.[Pd]>[CH:9]1([N:6]2[C:7](=[O:8])[CH:2]=[CH:3][C:4]([C:14]([O:16][CH3:17])=[O:15])=[CH:5]2)[CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 15946267Methyl 5-bromo-1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Product 1

HCID 66844659Methyl 1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Through a solution of methyl 5-bromo-1-cyclopentyl-6-oxo-1,6-dihydropyridine-3-carboxylate (300 mg, 1 mmol) and Pd/C (300 mg) in methanol (30 mL) was bubbled H2 through a balloon for 48 h. The mixture was filtered through Celite® and concentrated to afford the title compound. MS m/z: 222 (M+1).

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-11b4e668eaad472d9a4ca103b3e6e7a8
Source dataset
uspto-grants-2011_01
Patent number
US07872009B2

Reaction notes

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