1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 14839390, compound

HRID 248508Notes

Reaction equation

HRID 248508 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:14])=[C:10](F)[CH:11]=2)[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].[CH2:19]([O:31][CH2:32][CH:33]1[CH2:38][NH:37][CH2:36][CH2:35][NH:34]1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>N1C=CC=CC=1.CCOCC>[CH2:19]([O:31][CH2:32][CH:33]1[NH:34][CH2:35][CH2:36][N:37]([C:10]2[CH:11]=[C:12]3[C:7]([C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4][N:3]3[CH2:1][CH3:2])=[CH:8][C:9]=2[F:14])[CH2:38]1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 2

HCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19763547HCID 19763547, compound

Product 1

HCID 14839390HCID 14839390, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

A 710 mg portion of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid was suspended in 5 ml of pyridine and 2 g of 2-[(dodecyloxy)methyl]-piperazine added. This mixture was heated at 80°-85° C. for 4 hours, then cooled and diluted with ether. The solid was collected, washed with ether and dried, giving 1.3 g of the desired product, mp 125°-127° C.

Workup

  1. temperatureThis mixture was heated at 80°-85° C. for 4 hours
  2. temperaturecooled
  3. customThe solid was collected
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-b3be4af5200e4be6bb03f644195b131c
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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