HCID 68502433, compound → HCID 66731744, compound

HRID 1963185Notes

Reaction equation

HRID 1963185 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=1)[C:13]([O:15][CH3:16])=[O:14]>CO.[Pt](=O)=O>[ClH:2].[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH:10]1[CH2:11][CH:12]([C:13]([O:15][CH3:16])=[O:14])[CH2:17][CH2:18][NH:19]1

Participants

4

Reactant 1

HCID 68502433HCID 68502433, compound

Product 1

HCID 66731744HCID 66731744, compoundYield 211.7%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

Methyl 2-(2,4-dichlorophenyl)isonicotinate hydrochloride (2.60 g, 8.15 mmol) was dissolved in MeOH (50 mL), added platinum(IV) oxide (0.019 g, 0.08 mmol) and hydrogenated in a Büchi hydrogenator at 5 bar for 90 min. The reaction mixture was filtered and evaporated to give crude methyl 2-(2,4-dichlorophenyl)piperidine-4-carboxylate hydrochloride (2.8 g) as a white solid. MS m/z 288 (M+H)+

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-67e92214284f45cf9059e581db8ffeb1
Source dataset
uspto-grants-2013_04
Patent number
US08415378B2

Reaction notes

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