HCID 57855965, compound → HCID 57855894, compound

HRID 2039636Notes

Reaction equation

HRID 2039636 reaction equation
[CH3:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([C:15]([OH:17])=[O:16])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:18]([F:21])([F:20])[F:19])=[N:7]2>C(O)C.[Ni]>[NH2:12][C:11]1[C:2]([CH3:1])=[C:3]2[C:8](=[CH:9][C:10]=1[C:15]([OH:17])=[O:16])[N:7]=[C:6]([C:18]([F:21])([F:19])[F:20])[CH:5]=[CH:4]2

Participants

4

Reactant 1

HCID 57855965HCID 57855965, compound

Product 1

HCID 57855894HCID 57855894, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 5-Methyl-6-nitro-2-trifluoromethyl-quinoline-7-carboxylic acid (1.40 g, 4.66 mmol) in ethanol (100 ml) is hydrogenated at atmospheric pressure and ambient temperature in the presence of Raney-nickel catalyst. TLC analysis after 12 hr shows reaction completion. The mixture is filtered over hyflo and the filtrate concentrated in vacuo. The residue is recrystallised from hexane/ethyl acetate to give 0.9 g (71%) of the title compound as yellow crystals.

Workup

  1. customreaction completion
  2. filtrationThe mixture is filtered over hyflo
  3. concentrationthe filtrate concentrated in vacuo
  4. customThe residue is recrystallised from hexane/ethyl acetate

Sources & evidence

ORD record
ord-1b93a0fb876d4976b0f346e8c6b65af0
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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