HCID 66790218, compound → HCID 66790967, compound

HRID 1510138Notes

Reaction equation

HRID 1510138 reaction equation
[CH3:1][C:2]1([CH3:16])[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=2)[NH:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:16])[CH2:11][CH2:10][C:9]2[C:4](=[C:5]([C:12]([O:14][CH3:15])=[O:13])[CH:6]=[CH:7][CH:8]=2)[NH:3]1

Participants

4

Reactant 1

HCID 66790218HCID 66790218, compound

Product 1

HCID 66790967HCID 66790967, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of methyl 2,2-dimethyl-1,2-dihydroquinoline-8-carboxylate (Example 47, step 3) (1.00 g, 4.63 mmol) in methanol (20 mL) containing a catalytic amount of 10% palladium on carbon was placed under an atmosphere of hydrogen at ambient pressure and temperature. After stirring at room temperature for 2 h the reaction mixture was filtered through a pad of celite and concentrated under vacuum. Purification by silica gel chromatography (2.5% EtOAc/hexanes) afforded the desired compound.

Workup

  1. filtrationwas filtered through a pad of celite
  2. concentrationconcentrated under vacuum
  3. customPurification by silica gel chromatography (2.5% EtOAc/hexanes)

Sources & evidence

ORD record
ord-4d61e85e58984a759223beb271ee9f43
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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