Piperidine → HCID 58206223, compound

HRID 2067919Notes

Reaction equation

HRID 2067919 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[F:19])[C:12](=[O:20])[C:11]([C:21]([OH:23])=[O:22])=[CH:10]2)=[CH:4][CH:3]=1.[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>CS(C)=O>[F:19][C:17]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:18]=1[N:9]([CH2:8][C:5]1[N:6]=[N:7][C:2]([N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)=[CH:3][CH:4]=1)[CH:10]=[C:11]([C:21]([OH:23])=[O:22])[C:12]2=[O:20]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 58206219HCID 58206219, compound

Product 1

HCID 58206223HCID 58206223, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 1-[(6-chloropyridazin-3-yl)methyl]-8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (0.040 g, 0.12 mmol) in 1 mL of DMSO was added piperidine (0.015 mL, 0.16 mmol). The reaction mixture was irradiated in the microwave at 100° C. for 10 minutes, and purified via reverse phase HPLC to provide the title compound that gave a proton NMR spectra consistent with theory and a mass ion (ES+) of 383.1 for M+H+.

Workup

  1. customThe reaction mixture was irradiated in the microwave at 100° C. for 10 minutes
  2. custompurified via reverse phase HPLC

Sources & evidence

ORD record
ord-ff8f5cc0baae4aa0874957e6842a8896
Source dataset
uspto-grants-2012_10
Patent number
US08293914B2

Reaction notes

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