Pyridine → HCID 15518478, compound

HRID 322818Notes

Reaction equation

HRID 322818 reaction equation
[Cl-].[OH:2][CH:3]1[CH2:6][NH:5][CH2:4]1.C1CCN2C(=NCCC2)CC1.N1C=CC=CC=1.[NH2:24][C:25]1[CH:26]=[C:27]([N:33]2[C:42]3[C:37](=[CH:38][C:39]([F:45])=[C:40](F)[C:41]=3[CH3:43])[C:36](=[O:46])[C:35]([C:47]([OH:49])=[O:48])=[CH:34]2)[C:28]([CH3:32])=[CH:29][C:30]=1[F:31]>C(OCC)C>[NH2:24][C:25]1[CH:26]=[C:27]([N:33]2[C:42]3[C:37](=[CH:38][C:39]([F:45])=[C:40]([N:5]4[CH2:6][CH:3]([OH:2])[CH2:4]4)[C:41]=3[CH3:43])[C:36](=[O:46])[C:35]([C:47]([OH:49])=[O:48])=[CH:34]2)[C:28]([CH3:32])=[CH:29][C:30]=1[F:31]

Participants

6

Reactant 4

HCID 1049PyridineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 15518479HCID 15518479, compoundHCID 22011360HCID 22011360, compound

Product 1

HCID 15518478HCID 15518478, compoundYield 40.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
90 °C

Procedure

70 mg of 3-hydroxyazetidine monochloride, 200 mg of 1,8-diazabicyclo[5.4.0]-7-undecene, and 200 mg of pyridine were stirred at 80° C., and to this mixture was added 150 mg of 1-(3-amino-4-fluoro-6-methylphenyl)-6,7-difluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid. The mixture was stirred at 90° C. for 20 minutes. Diethylether was added to the reaction solution, and the solution was decanted. 1 ml of ethanol was added to the residue and the solid precipitate was collected by filtration and dried to obtain 70 mg of the title compound.

Workup

  1. customthe solution was decanted
  2. addition1 ml of ethanol was added to the residue
  3. filtrationthe solid precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-4fbecaed96a54428a67ce16d4d512dfc
Source dataset
uspto-grants-2001_04
Patent number
US06211375B1

Reaction notes

Loading…