Hexane → HCID 21192603, compound

HRID 1067947Notes

Reaction equation

HRID 1067947 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([I:19])[CH:5]=[C:6]2[C:11]=1[N:10]([CH3:12])[CH:9]=[C:8]([C:13]([O:15]CC)=O)[C:7]2=[O:18].CCCCCC.[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][NH2:32])=[CH:29][CH:28]=1>>[Cl:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][NH:32][C:13]([C:8]2[C:7](=[O:18])[C:6]3[C:11](=[C:2]([F:1])[CH:3]=[C:4]([I:19])[CH:5]=3)[N:10]([CH3:12])[CH:9]=2)=[O:15])=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 8058HexaneHCID 660364-ChlorobenzylamineHCID 21192608HCID 21192608, compound

Product 1

HCID 21192603HCID 21192603, compound

Procedure

A solution of ethyl 8-fluoro-6-iodo-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxylate from Preparation No. 13 (15.8 g) in p-chlorobenzylarnine (15.4 mL) is warmed to 190° C. The mixture is then cooled to room temperature, and hexane is added. The resulting precipitate is collected by filtration to give the title compound as a solid. An analytical sample is prepared by recrystallization from EtOH.

Workup

  1. filtrationThe resulting precipitate is collected by filtration

Sources & evidence

ORD record
ord-a55a16aa7c1c42f08edd2a24bf62005e
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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