Hydrochloric Acid → HCID 131720498, compound

HRID 862604Notes

Reaction equation

HRID 862604 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[CH2:17][CH2:16][C@@H:15]([CH2:18][C:19](=[O:38])[NH:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][C:22]=3[CH2:29][CH2:30][CH:31](C(O)=O)[C:32]([OH:34])=[O:33])[N:7]3[C:8](=[O:14])[C:9](=[O:13])[NH:10][C:11]([CH:12]=1)=[C:6]23.Cl>C(O)(=O)C>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]2[CH2:17][CH2:16][C@@H:15]([CH2:18][C:19](=[O:38])[NH:20][C:21]3[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][C:22]=3[CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[N:7]3[C:8](=[O:14])[C:9](=[O:13])[NH:10][C:11]([CH:12]=1)=[C:6]23

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131720500HCID 131720500, compound

Product 1

HCID 131720498HCID 131720498, compoundYield 176.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of (S)-9-chloro-5-[p-aminomethyl-o-(3,3-dicarboxypropyl)phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione hydrochloride (550 mg, 0.98 mmol) in acetic acid (300 mL) was refluxed for 5 h. To the mixture was added 0.5N hydrochloric acid and the solvent was removed in vacuo. The residual solid was recrystallized from water to give 450 mg of the title compound (89%).

Workup

  1. temperaturewas refluxed for 5 h
  2. customthe solvent was removed in vacuo
  3. customThe residual solid was recrystallized from water

Sources & evidence

ORD record
ord-461eb6956bc24268b9dba59da7161f49
Source dataset
uspto-grants-1998_02
Patent number
US05719152

Reaction notes

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