HCID 56999329, compound → HCID 10090730, compound

HRID 1651407Notes

Reaction equation

HRID 1651407 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:30])=[C:11]([N:14]4[CH2:17][C:16]([CH2:19][NH:20][CH2:21][CH2:22]NC(=O)C(F)(F)F)([CH3:18])[CH2:15]4)[CH:12]=3)[C:7](=[O:31])[C:6]([C:32]([OH:34])=[O:33])=[CH:5]2)[CH2:3][CH2:2]1>[Na]>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:30])=[C:11]([N:14]4[CH2:17][C:16]([CH2:19][NH:20][CH2:21][CH3:22])([CH3:18])[CH2:15]4)[CH:12]=3)[C:7](=[O:31])[C:6]([C:32]([OH:34])=[O:33])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 56999329HCID 56999329, compound

Product 1

HCID 10090730HCID 10090730, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent

Procedure

A solution of 0.78 g (3.5 mmoles) of 1-cyclopropyl-6-fluoro-7-(3-trifluoroacetamidoethylaminomethyl-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (example 31) is heated under reflux for 3 hours in 15 ml of sodium hydroxyde 1N and 6 ml of ethanol then evaporated under vacuum. The mixture is cooled, acetic acid is added, filtrated and washed with water to obtain 0.4 g (65%) of 1-cyclopropyl-6-fluoro-7-(-3-ethylaminomethyl-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid melting at 221°-6° C.

Workup

  1. custom6 ml of ethanol then evaporated under vacuum
  2. temperatureThe mixture is cooled
  3. additionacetic acid is added
  4. filtrationfiltrated
  5. washwashed with water

Sources & evidence

ORD record
ord-c322858652ef4c58bc62a11b766b62a7
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

Loading…