Chloroform → 7-fluoro-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

HRID 39959Notes

Reaction equation

HRID 39959 reaction equation
C(Cl)(Cl)[Cl:2].[F:5][C:6]1[CH:15]=[C:14]2[C:9]([N:10]=[CH:11][C:12](=[O:36])[N:13]2[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([NH:24][CH2:25][C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)[CH2:20][CH2:19]2)=[CH:8][CH:7]=1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[ClH:2].[F:5][C:6]1[CH:15]=[C:14]2[C:9]([N:10]=[CH:11][C:12](=[O:36])[N:13]2[CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([NH:24][CH2:25][C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)[CH2:20][CH2:19]2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 21866389Hydrogen chloride-ethyl acetateHCID 593980017-fluoro-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one

Product 1

HCID 675400997-fluoro-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixed solution of 20 mL chloroform and 10 mL ethyl acetate containing 255 mg of 7-fluoro-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)-quinoxalin-2(1H)-one, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and stirred at room temperature for 10 min. The solvent was removed under reduced pressure, ethyl acetate was added, and the resulting solid was filtered to give 257 mg of 7-fluoro-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride as a pale brown solid.

Workup

  1. customThe solvent was removed under reduced pressure, ethyl acetate
  2. additionwas added
  3. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-4f0e2df293844a179dc59165757b1464
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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