HCID 68917861, compound → HCID 57595525, compound

HRID 1786028Notes

Reaction equation

HRID 1786028 reaction equation
[C:1]([N:4]([C:33]1[CH:38]=[CH:37][C:36](Cl)=[CH:35][CH:34]=1)[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([C:15]([C:17]2[CH:31]=[CH:30][C:20]([O:21][CH2:22][CH2:23][C:24]([CH3:29])([CH3:28])[C:25]([OH:27])=[O:26])=[CH:19][CH:18]=2)=[O:16])[CH:7]([CH3:32])[CH2:6]1)(=[O:3])[CH3:2]>C(O)C.[Pd]>[C:1]([N:4]([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[C@H:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([C:15]([C:17]2[CH:31]=[CH:30][C:20]([O:21][CH2:22][CH2:23][C:24]([CH3:29])([CH3:28])[C:25]([OH:27])=[O:26])=[CH:19][CH:18]=2)=[O:16])[C@@H:7]([CH3:32])[CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 68917861HCID 68917861, compound

Product 1

HCID 57595525HCID 57595525, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-(4-{4-[Acetyl-(4-chloro-phenyl)-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenoxy)-2,2-dimethyl-butyric acid (300 mg, 0.545 mmol) was dissolved in ethanol. Pd/C (10% Palladium) was added, followed by H2 gas (1 atm-balloon). After 3 hours, the reaction mixture was filtered and concentrated. The crude residue was purified by silica gel chromatography (100% ethyl acetate to 5% methanol/ethyl acetate gradient) to afford the product.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationconcentrated
  3. customThe crude residue was purified by silica gel chromatography (100% ethyl acetate to 5% methanol/ethyl acetate gradient)
  4. customto afford the product

Sources & evidence

ORD record
ord-20fa5cb7d0a742e587ae4f600aa59609
Source dataset
uspto-grants-2009_03
Patent number
US07504508B2

Reaction notes

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