[Methyl(1,2,3,4-tetrahydro-6-nitro-5-quinolinyl)-amino]oxo-acetic Acid Ethyl Ester → HCID 22742515, compound

HRID 48240Notes

Reaction equation

HRID 48240 reaction equation
C([O:3][C:4](=O)[C:5]([N:7]([CH3:21])[C:8]1[C:17]([N+:18]([O-])=O)=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][CH2:12][NH:13]2)=[O:6])C>C(O)(=O)C.[Pd]>[CH3:21][N:7]1[C:8]2[C:9]3[CH2:10][CH2:11][CH2:12][NH:13][C:14]=3[CH:15]=[CH:16][C:17]=2[NH:18][C:4](=[O:3])[C:5]1=[O:6]

Participants

4

Reactant 1

HCID 69893668[Methyl(1,2,3,4-tetrahydro-6-nitro-5-quinolinyl)-amino]oxo-acetic Acid Ethyl Ester

Product 1

HCID 22742515HCID 22742515, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of the product from Example 94 (1.1 g) in 100 mL of acetic acid was treated with 20% Pd/C (0.3 g) and shaken on a Parr apparatus under a hydrogen atmosphere (50 psi) for 15.5 hours. After removing the catalyst by filtration through a celite pad, the filtrate was evaporated and the yellow solide was washed with diethyl ether and dried to give the title compound (0.55 g, 69% yield) mp>285° C.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration through a celite pad
  3. customthe filtrate was evaporated
  4. washthe yellow solide was washed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-6934c6c2cfa74c5fbc8a66f04445a66c
Source dataset
uspto-grants-2004_03
Patent number
US06703391B2

Reaction notes

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