N-(2,4-Dichlorobenzyl)-7-[(3RS,5RS)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-1-(2,2,2-trifluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide → N-(2,4-Dichlorobenzyl)-7-[(3RS,5RS)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-1-(2,2,2-trifluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide hydrochloride

HRID 2099316Notes

Reaction equation

HRID 2099316 reaction equation
[Cl:1][C:2]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:3]=1[CH2:4][NH:5][C:6]([C:8]1[C:17](=[O:18])[C:16]2[C:11](=[C:12]([O:28][CH3:29])[C:13]([N:20]3[CH2:25][CH:24]([CH3:26])[NH:23][CH:22]([CH3:27])[CH2:21]3)=[C:14]([F:19])[CH:15]=2)[N:10]([CH2:30][C:31]([F:34])([F:33])[F:32])[CH:9]=1)=[O:7]>Cl.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:3]=1[CH2:4][NH:5][C:6]([C:8]1[C:17](=[O:18])[C:16]2[C:11](=[C:12]([O:28][CH3:29])[C:13]([N:20]3[CH2:21][CH:22]([CH3:27])[NH:23][CH:24]([CH3:26])[CH2:25]3)=[C:14]([F:19])[CH:15]=2)[N:10]([CH2:30][C:31]([F:33])([F:34])[F:32])[CH:9]=1)=[O:7]

Participants

4

Reactant 1

HCID 76607220N-(2,4-Dichlorobenzyl)-7-[(3RS,5RS)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-1-(2,2,2-trifluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Product 1

HCID 86623862N-(2,4-Dichlorobenzyl)-7-[(3RS,5RS)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-1-(2,2,2-trifluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

6780 mg of the compound from Example 37A (contains 1 eq. of acetonitrile) are dissolved in 4.3 ml of 4N hydrogen chloride in dioxane, the solution is concentrated on a rotary evaporator and the residue is then dried under high vacuum. Yield: 6730 mg (quantitative).

Workup

  1. concentrationthe solution is concentrated on a rotary evaporator
  2. customthe residue is then dried under high vacuum

Sources & evidence

ORD record
ord-c015e53282c642839d5e7fc48d800917
Source dataset
uspto-grants-2009_08
Patent number
US07569563B2

Reaction notes

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