HCID 66798737, compound → HCID 66799198, compound

HRID 1193379Notes

Reaction equation

HRID 1193379 reaction equation
[CH3:1][N:2]([CH:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[C:15](=[O:25])[CH2:14]1)C(=O)OCC1C=CC=CC=1>CO>[CH3:1][NH:2][CH:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[C:15](=[O:25])[CH2:14]1

Participants

3

Reactant 1

HCID 66798737HCID 66798737, compound

Product 1

HCID 66799198HCID 66799198, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl methyl(2-oxo-1-(pyridin-4-yl)piperidin-4-yl)carbamate (300 mg, 0.885 mmol, 1.0 eq.) was dissolved in MeOH and degassed with N2. Pd(OH)2 (240 mg) was then added and hydrogenation was carried out for 4 hours. After monitoring by TLC, the reaction mixture was filtered over Celite, the filtrate was concentrated under reduced pressure and the crude product was purified by column chromatography (Alox, 3% MeOH in DCM). Yield: 77% (140 mg, 0.683 mmol)

Workup

  1. customdegassed with N2
  2. additionPd(OH)2 (240 mg) was then added
  3. filtrationthe reaction mixture was filtered over Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe crude product was purified by column chromatography (Alox, 3% MeOH in DCM)

Sources & evidence

ORD record
ord-9f48d58c717e4aee9cd5e8542b67a509
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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