6-[({1-[2-(7-Methoxy-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}amino)methyl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one → 7-methoxy-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

HRID 40014Notes

Reaction equation

HRID 40014 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([N:7]=[CH:8][C:9](=[O:34])[N:10]2[CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([NH:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]4[O:27][CH2:28][C:29](=[O:33])[NH:30][C:31]=4[N:32]=3)[CH2:17][CH2:16]2)=[CH:5][CH:4]=1.[ClH:35].C(OCC)(=O)C>CO>[ClH:35].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([N:7]=[CH:8][C:9](=[O:34])[N:10]2[CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([NH:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]4[O:27][CH2:28][C:29](=[O:33])[NH:30][C:31]=4[N:32]=3)[CH2:17][CH2:16]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 159825346-[({1-[2-(7-Methoxy-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}amino)methyl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-oneHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 675383417-methoxy-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 3 mL of a methanol solution containing 202 mg of 7-methoxy-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and the solvent was removed under reduced pressure, ethyl acetate was added, and the resulting solid was filtered to give 209 mg of 7-methoxy-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride as a pale yellow powder.

Workup

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

Sources & evidence

ORD record
ord-24c2dfc38632494a98552d1fc2d584fe
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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