7-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one → 7-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

HRID 2193376Notes

Reaction equation

HRID 2193376 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8](=[O:33])[N:9]2[CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([NH:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=4[N:31]=3)[CH2:16][CH2:15]2)=[CH:4][CH:3]=1.[ClH:34].C(OCC)(=O)C>C(Cl)(Cl)Cl>[ClH:34].[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8](=[O:33])[N:9]2[CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][CH:17]([NH:20][CH2:21][C:22]3[CH:23]=[CH:24][C:25]4[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=4[N:31]=3)[CH2:18][CH2:19]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 159856347-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-oneHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 675384827-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 5 mL of a chloroform solution containing 126 mg of 7-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one, 0.5 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 92 mg of 7-fluoro-1-(2-(4-((3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methylamino)piperidin-1-yl)ethyl)quinoxalin-2(1H)-one hydrochloride as a pale brown solid.

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-e77e7409eb1d42c690bc2158323c5f55
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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