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

HRID 39975Notes

Reaction equation

HRID 39975 reaction equation
C(Cl)(Cl)[Cl:2].[CH3:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([N:11]=[CH:12][C:13](=[O:37])[N:14]2[CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([NH:25][CH2:26][C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=3)[CH2:21][CH2:20]2)=[CH:9][CH:8]=1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[ClH:2].[CH3:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([N:11]=[CH:12][C:13](=[O:37])[N:14]2[CH2:17][CH2:18][N:19]2[CH2:20][CH2:21][CH:22]([NH:25][CH2:26][C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=3)[CH2:23][CH2:24]2)=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 21866389Hydrogen chloride-ethyl acetateHCID 593984347-methoxy-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one

Product 1

HCID 675380377-methoxy-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 10 mL chloroform and 10 mL ethyl acetate containing 0.41 g of 7-methoxy-1-(2-(4-((naphthalen-2-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one, 3 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and stirred at room temperature. The solvent was removed under reduced pressure, ethyl acetate was added and the resulting solid was filtered to give 452 mg of 7-methoxy-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-cd627173e19840dbbb3685f91fc60efc
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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