HCID 66732376, compound → HCID 66731669, compound

HRID 1963205Notes

Reaction equation

HRID 1963205 reaction equation
Cl.[Cl:2][C:3]1[C:8]([F:9])=[CH:7][C:6]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=2)[C:13]([O:15][CH3:16])=[O:14])=[CH:5][C:4]=1[F:20]>CO.[Pt](=O)=O>[ClH:2].[Cl:2][C:3]1[C:4]([F:20])=[CH:5][C:6]([CH:10]2[CH2:11][CH:12]([C:13]([O:15][CH3:16])=[O:14])[CH2:17][CH2:18][NH:19]2)=[CH:7][C:8]=1[F:9]

Participants

4

Reactant 1

HCID 66732376HCID 66732376, compound

Product 1

HCID 66731669HCID 66731669, compoundYield 184.2%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

Methyl 2-(4-chloro-3,5-difluorophenyl)isonicotinate hydrochloride (1.94 g, 6.06 mmol) was dissolved in methanol. Platinum(IV) oxide (0.138 g, 0.61 mmol) was added and the mixture was hydrogenated at 5 bar at room temperature in a Büchi hydrogenator for 7 h. The catalyst was removed by filtration and the solvent evaporated. Methyl 2-(4-chloro-3,5-difluoro-phenyl)piperidine-4-carboxylate hydrochloride (1.820 g, 92%) was yielded as a colorless oil. MS m/z 290 (M+H)+

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-a005f2e3f4ba47ae97b173cd3ecfff65
Source dataset
uspto-grants-2013_04
Patent number
US08415378B2

Reaction notes

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