5-(2,3-Difluorophenyl)-1-(2-methoxyethyl)-3-nitropyridin-2(1H)-one → 3-Amino-5-(2,3-difluorophenyl)-1-(2-methoxyethyl)piperidin-2-one

HRID 493686

Reaction equation

HRID 493686 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]([N+:20]([O-])=O)[C:12](=[O:19])[N:13]([CH2:15][CH2:16][O:17][CH3:18])[CH:14]=1>[Pt].C(O)(=O)C>[NH2:20][CH:11]1[CH2:10][CH:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[F:1])[CH2:14][N:13]([CH2:15][CH2:16][O:17][CH3:18])[C:12]1=[O:19]

Participants

4

Reactant 1

HCID 222931735-(2,3-Difluorophenyl)-1-(2-methoxyethyl)-3-nitropyridin-2(1H)-one

Product 1

HCID 222931943-Amino-5-(2,3-difluorophenyl)-1-(2-methoxyethyl)piperidin-2-one

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

10% Platinum on carbon (320 mg) was added to a solution of 5-(2,3-difluorophenyl)-1-(2-methoxyethyl)-3-nitropyridin-2(1H)-one (300 mg, 0.967 mmol) in acetic acid (10 mL). The reaction vessel was evacuated and back-filled with nitrogen (3×), then back-filled with hydrogen (56 psi). After 65 h, the mixture was filtered and concentrated. MS 285 (M+1).

Workup

  1. customThe reaction vessel was evacuated
  2. additionback-filled with nitrogen (3×)
  3. additionback-filled with hydrogen (56 psi)
  4. filtrationthe mixture was filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a72aa0b6600c48f3986d5cda9ce534e3
Source dataset
uspto-grants-2009_05
Patent number
US07534784B2

Linked notes

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