Piperidine → HCID 12944899, compound

HRID 1578262Notes

Reaction equation

HRID 1578262 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1Cl)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18].[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C=O)C.COCCO.C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[N:8]([CH2:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]2=[O:18]

Participants

6

Reactant 2

HCID 8082PiperidineHCID 12733886HCID 12733886, compound

Product 1

HCID 12944899HCID 12944899, compound

Reagents, catalysts & solvents 3

HCID 3776IsopropanolSolventHCID 6228DimethylformamideSolventHCID 80192-MethoxyethanolSolvent

Conditions

Temperature
110 °C

Procedure

A solution of 4.3 g of 6,7-dichloro-1-ethyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid and 5.5 cm3 of piperidine in a mixture of 20 cm3 of DMF and 20 cm3 of methyl cellosolve was heated for 5 hours at 110° C. After concentration of the solution in vacuo, the residue was taken up in 50 cm3 of isopropanol. The solid was filtered off and recrystallised from methyl cellosolve (50 cm3). 2.4 g of 6-chloro-1-ethyl-4-oxo-7-piperidino-1,4-dihydro-quinoline-3-carboxylic acid, m.p. 230° C., were obtained.

Workup

  1. filtrationThe solid was filtered off
  2. customrecrystallised from methyl cellosolve (50 cm3)

Sources & evidence

ORD record
ord-9df0188a946d41ddb2f1a2d888ff0c77
Source dataset
uspto-grants-1981_09
Patent number
US04292317

Reaction notes

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