Hydrochloric Acid → HCID 21260392, compound

HRID 634640Notes

Reaction equation

HRID 634640 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:27]C)=[C:6]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=3)[NH:11][C:10](=[O:22])[C:9]=2[CH2:23][C:24]([OH:26])=[O:25])[CH:7]=1.Cl.[NH+]1C=CC=CC=1.Cl>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:27])=[C:6]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=3)[NH:11][C:10](=[O:22])[C:9]=2[CH2:23][C:24]([OH:26])=[O:25])[CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21260383HCID 21260383, compoundHCID 21584435Pyridinium hydrochloride

Product 1

HCID 21260392HCID 21260392, compoundYield 86.2%

Conditions

Temperature
185 °C

Procedure

A neat mixture of crude 4-(5-chloro-2-methoxyphenyl)-1,2-dihydro-2-oxo-6-(trifluoromethyl)-3-quinolineacetic acid prepared in Step C (1.45 g, 3.5 mmol) and pyridinium hydrochloride (5 g, 43.3 mmol) was heated at 185° C. for 3 hours. Reaction mixture was allowed to cool and 1N HCl was added and then extracted with EtOAc to afford the title compound (1.20 g, 86%): mp 158-160° C.;

Workup

  1. customReaction mixture
  2. temperatureto cool
  3. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-3c75ff5111e84d9b9a169bbba751edc1
Source dataset
uspto-grants-2001_02
Patent number
US06184231B2

Reaction notes

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