HCID 66886692, compound → HCID 49869414, compound

HRID 704961Notes

Reaction equation

HRID 704961 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[C:10](=[O:19])/[CH:11]=[CH:12]/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>CCOC(C)=O.[Pd]>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[C:10](=[O:19])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1

Participants

4

Reactant 1

HCID 66886692HCID 66886692, compound

Product 1

HCID 49869414HCID 49869414, compoundYield 49.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In a 250 ml round-bottom flask, (E)-1-(2-hydroxy-4,5-dimethylphenyl)-3-(pyridine-2-yl)prop-2-en-1-one (1.17 g, 4.62 mmol) and 0.18 g of 10% Pd/C were mixed together in wet EtOAc. Hydrogenation was conducted at atmospheric pressure, then the catalyst was filtered off. The crude product was purified by chromatography on silica gel (20% EtOAc/hexane) to provide 0.58 g (47.7%) of final compound.

Workup

  1. filtrationthe catalyst was filtered off
  2. customThe crude product was purified by chromatography on silica gel (20% EtOAc/hexane)

Sources & evidence

ORD record
ord-9093db35302043bdb647894439ed066a
Source dataset
uspto-grants-2015_11
Patent number
US09173424B2

Reaction notes

Loading…