HCID 53890239, compound → HCID 53866466, compound

HRID 1068467Notes

Reaction equation

HRID 1068467 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:19][C:20]2[CH:25]=[C:24]([CH3:26])[N:23]=[C:22](Cl)[CH:21]=2)([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH2:19][C:20]2[CH:21]=[CH:22][N:23]=[C:24]([CH3:26])[CH:25]=2)([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 53890239HCID 53890239, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53866466HCID 53866466, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of ethyl N-tert-butoxycarbonyl-4-(2-chloro-6-methylpyridin-4-ylmethyl)piperidine-4-carboxylate (0.32 g, 0.81 mmol) and 5% palladium on charcoal (60 mg) in methanol (10 mL) was stirred under a balloon of hydrogen gas at room temp. for 3 h. The resultant mixture was filtered through a plug of Celite. The filtrate was concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with 3-5% methanol in chloroform gradient. Collection and concentration of appropriate fractions provided the title compound.

Workup

  1. filtrationThe resultant mixture was filtered through a plug of Celite
  2. concentrationThe filtrate was concentrated under vacuum
  3. customCollection and concentration of appropriate fractions

Sources & evidence

ORD record
ord-11624fd049e7494dbfa183019a1b1b93
Source dataset
uspto-grants-2001_06
Patent number
US06248756B1

Reaction notes

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