Triethylamine → HCID 18523235, compound

HRID 413050Notes

Reaction equation

HRID 413050 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:13])[C:8]([F:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].C(N(CC)CC)C>C(O)C.[Pd]>[F:12][C:8]1[C:7]([F:13])=[C:6]2[C:11]([CH:2]=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 18523305Ethyl 4-chloro-7,8-difluoroquinoline-3-carboxylate

Product 1

HCID 18523235HCID 18523235, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 21.9 g of ethyl 4-chloro-7,8-difluoroquinoline-3-carboxylate in 7300 cm3 of ethanol in the presence of 8.8 g of triethylamine and 2.2 g of 5% palladium on carbon was hydrogenated at atmospheric pressure for 1 hour. The solid residue obtained was recrystallized from 300 cm3 of hexane. 17.6 g of ethyl 7,8-difluoroquinoline-3-carboxylate was obtained in the form of white crystals, which melted at 118° C.

Workup

  1. customThe solid residue obtained
  2. customwas recrystallized from 300 cm3 of hexane

Sources & evidence

ORD record
ord-83559f6b461d4213881f68661e31a147
Source dataset
uspto-grants-2003_05
Patent number
US06566362B2

Reaction notes

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