HCID 118038136, compound → HCID 118037429, compound

HRID 2272493Notes

Reaction equation

HRID 2272493 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)[C:11](=[O:28])[C:10]=1[CH:29]=[CH2:30])C1C=CC=CC=1.[H][H]>[C].[Pd].C(O)C>[CH2:29]([C:10]1[C:11](=[O:28])[N:12]([CH:15]2[CH2:16][CH2:17][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:20]2)[CH:13]=[CH:14][C:9]=1[OH:8])[CH3:30]

Participants

5

Reactant 2

HCID 118038136HCID 118038136, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 118037429HCID 118037429, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% palladium carbon (containing 55% water, 0.767 g) was added to an ethanol (30 mL) solution of tert-butyl 4-(4-(benzyloxy)-2-oxo-3-vinylpyridin-1(2H)-yl)piperidine-1-carboxylate (1.48 g), and the mixture was stirred at room temperature for 3 hours in a hydrogen atmosphere. The reaction mixture was filtered through celite, and then, the solvent in the filtrate was distilled off under reduced pressure. The obtained residue was passed through a silica gel, and then, the solvent was distilled off under reduced pressure to obtain the title compound (1.12 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. distillationthe solvent in the filtrate was distilled off under reduced pressure
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f3d7d19f5dac4ecb86bad1e3c218ed77
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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