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

HRID 2193355Notes

Reaction equation

HRID 2193355 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-d0e117fe47304727979dfdfa3432df5d
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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