4-((R)-1-Benzyloxycarbonyl-ethoxy)-7-methyl-quinoline-2-carboxylic acid methyl ester → HCID 68598842, compound

HRID 1185559Notes

Reaction equation

HRID 1185559 reaction equation
C[O:2][C:3]([C:5]1[CH:14]=[C:13]([O:15][C@@H:16]([C:18]([O:20]CC2C=CC=CC=2)=[O:19])[CH3:17])[C:12]2[C:7](=[CH:8][C:9]([CH3:28])=[CH:10][CH:11]=2)[N:6]=1)=[O:4]>C(O)C.[Pd]>[C:18]([C@H:16]([O:15][C:13]1[C:12]2[C:7](=[CH:8][C:9]([CH3:28])=[CH:10][CH:11]=2)[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:14]=1)[CH3:17])([OH:20])=[O:19]

Participants

4

Reactant 1

HCID 685993014-((R)-1-Benzyloxycarbonyl-ethoxy)-7-methyl-quinoline-2-carboxylic acid methyl ester

Product 1

HCID 68598842HCID 68598842, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1.80 g 4-((R)-1-Benzyloxycarbonyl-ethoxy)-7-methyl-quinoline-2-carboxylic acid methyl ester in 15 ml ethanol were added 200 mg Pd/C (10%) and the suspension stirred under an atmosphere of hydrogen (5 bar) for 18 h. Then, the reaction mixture was filtrated over a plug of Celite®, washed with ethanol and concentrated. Yield: 1.30 g colorless oil.

Workup

  1. filtrationThen, the reaction mixture was filtrated over a plug of Celite®
  2. washwashed with ethanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4bea7739ecdf4ec59496e823a39e4f39
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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