4-(2-fluoropyridin-3-yl)-1-methyl-5,6-dihydropyridin-2(1H)-one → 4-(2-Fluoropyridin-3-yl)-1-methylpiperidin-2-one

HRID 410260Notes

Reaction equation

HRID 410260 reaction equation
[F:1][C:2]1[C:7]([C:8]2[CH2:13][CH2:12][N:11]([CH3:14])[C:10](=[O:15])[CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1>O1CCCC1.[Pd]>[F:1][C:2]1[C:7]([CH:8]2[CH2:13][CH2:12][N:11]([CH3:14])[C:10](=[O:15])[CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 593269334-(2-fluoropyridin-3-yl)-1-methyl-5,6-dihydropyridin-2(1H)-one

Product 1

HCID 593270104-(2-Fluoropyridin-3-yl)-1-methylpiperidin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(2-fluoropyridin-3-yl)-1-methyl-5,6-dihydropyridin-2(1H)-one (0.067 g, 0.325 mmol) in tetrahydrofuran (1.6 mL) was added palladium, 10 wt. % on activated carbon (0.035 g, 0.032 mmol) and hydrogenated (double-walled balloon pressure) at 40° C. for 3 h. The mixture was filtered via a pad of Celite, and the filtrate was concentrated in vacuo to give a relatively pure crop of 4-(2-fluoropyridin-3-yl)-1-methylpiperidin-2-one as a milky oil. [M+1]=209.0.

Workup

  1. filtrationThe mixture was filtered via a pad of Celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-47e4509fb9d7423a9f0f8398c5a083f5
Source dataset
uspto-grants-2014_06
Patent number
US08759532B2

Reaction notes

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