1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 19763562, compound

HRID 248505Notes

Reaction equation

HRID 248505 reaction equation
[N:1]1([CH2:6][CH:7]2[CH2:12][NH:11][CH2:10][CH2:9][NH:8]2)[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH2:13]([N:15]1[C:24]2[C:19](=[CH:20][C:21]([F:26])=[C:22](F)[CH:23]=2)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]1)[CH3:14]>CCOCC>[CH2:13]([N:15]1[C:24]2[C:19](=[CH:20][C:21]([F:26])=[C:22]([N:11]3[CH2:10][CH2:9][NH:8][CH:7]([CH2:6][N:1]4[CH:5]=[CH:4][CH:3]=[CH:2]4)[CH2:12]3)[CH:23]=2)[C:18](=[O:27])[C:17]([C:28]([OH:30])=[O:29])=[CH:16]1)[CH3:14]

Participants

4

Reactant 2

HCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19763584HCID 19763584, compound

Product 1

HCID 19763562HCID 19763562, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 1 g portion of 2-(1H-pyrrol-1-ylmethyl)piperazine and 0.76 g of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid were heated at 70°-75° C. in a sealed pressure bottle, filled with argon, for 18 hours, then ether was added and the solid collected, washed with ether and purified by chromatography, giving 595 mg of the desired product, mp 185°-188° C.

Workup

  1. additionfilled with argon, for 18 hours
  2. customthe solid collected
  3. washwashed with ether
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-3e0459a088f04ed0ae7f9870341dbefa
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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