Hydrogen chloride-ethyl acetate → 1-(2-(4-((7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)methylamino)piperidin-1-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one hydrochloride

HRID 2193404Notes

Reaction equation

HRID 2193404 reaction equation
[Br:1][C:2]1[C:3]([CH2:12][NH:13][CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][N:22]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=4)[N:25]=[CH:24][C:23]3=[O:34])[CH2:16][CH2:15]2)=[CH:4][C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1.[ClH:35].C(OCC)(=O)C>C(Cl)(Cl)Cl>[ClH:35].[Br:1][C:2]1[C:3]([CH2:12][NH:13][CH:14]2[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][N:22]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH3:33])[CH:30]=4)[N:25]=[CH:24][C:23]3=[O:34])[CH2:18][CH2:19]2)=[CH:4][C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1

Participants

4

Procedure

101 mg of 1-(2-(4-((7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)methylamino)piperidin-1-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one was dissolved in 3 mL of chloroform, 0.5 mL of 4 mol/L hydrogen chloride/ethyl acetate and 3 mL of chloroform were 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 92 mg of 1-(2-(4-((7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)methylamino)piperidin-1-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one hydrochloride as a dark brown powder.

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-f23f50599ec04a049803a9d59c152fb3
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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