HCID 66798493, compound → HCID 66798607, compound

HRID 1193411Notes

Reaction equation

HRID 1193411 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([N:15]2[CH2:20][CH2:19][CH:18]([N:21](C)[C:22](=O)OCC3C=CC=CC=3)[CH2:17][CH2:16]2)[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[CH3:22][NH:21][CH:18]1[CH2:19][CH2:20][N:15]([C:13]2[CH:12]=[CH:11][NH:10][C:9](=[O:8])[CH:14]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 66798493HCID 66798493, compound

Product 1

HCID 66798607HCID 66798607, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 1-(2-(benzyloxy)pyridin-4-yl)piperidin-4-yl(methyl)carbamate (400 mg, 1.160 mmol, 1.0 eq) in MeOH (5 ml) was degassed for 15 minutes with nitrogen. Pd(OH)2 (300 mg, 60% w/w) was then added and hydrogenation was carried out for 4 hours at RT. After monitoring by TLC, the reaction mixture was filtered off over Celite, concentrated under reduced pressure and dried. Yield: 87% (210 mg, 1.014 mmol)

Workup

  1. filtrationthe reaction mixture was filtered off over Celite
  2. concentrationconcentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-a60bd5f0a7f04bdca669f22ea4875f8d
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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