1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 54245858, compound

HRID 357587Notes

Reaction equation

HRID 357587 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.Cl.Cl.[NH2:23][CH2:24][CH:25]1[C:29](=[N:30][O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:28][NH:27][CH2:26]1>>[NH2:23][CH2:24][CH:25]1[C:29](=[N:30][O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:28][N:27]([C:11]2[C:12]([F:14])=[C:13]3[C:8]([C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5][N:4]3[CH:1]3[CH2:3][CH2:2]3)=[CH:9][C:10]=2[F:16])[CH2:26]1

Participants

3

Reactant 2

HCID 5354141-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 86750871HCID 86750871, compound

Product 1

HCID 54245858HCID 54245858, compoundYield 67.3%

Procedure

141 mg (0.5 mmole) of 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and 143 mg (0.55 mmole) of 3-aminomethyl-4-t-butyloxyiminopyrrolidine dihydrochloride were refluxed for 2.5 hours under heating according to the same manner as Example 89 and cooled down to room temperature. Then, the resulting product was then separated and purified with preparative HPLC to obtain 151 mg (Yield: 67%) of the title compound.

Workup

  1. temperatureunder heating
  2. customThen, the resulting product was then separated
  3. custompurified with preparative HPLC

Sources & evidence

ORD record
ord-4fabf62c1fe1483f90a16162372bbf7d
Source dataset
uspto-grants-1998_11
Patent number
US05840916

Reaction notes

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