Hydrochloric Acid → 4,5-dihydro-4-[3-(piperidin-4-yl)propan-1-yl]-3H-1,4,8b-triazaacenaphthylen-3-one dihydrochloride

HRID 1068785Notes

Reaction equation

HRID 1068785 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][N:17]2[CH2:27][C:26]3[N:28]4[C:19](=[CH:20][N:21]=[C:22]4[CH:23]=[CH:24][CH:25]=3)[C:18]2=[O:29])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:30]>C(O)C>[ClH:30].[ClH:30].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][N:17]2[CH2:27][C:26]3[N:28]4[C:19](=[CH:20][N:21]=[C:22]4[CH:23]=[CH:24][CH:25]=3)[C:18]2=[O:29])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 211902104,5-Dihydro-4-[3-(1-tert-butoxycarbonylpiperidin-4-yl)propan-1-yl]-3H-1,4,8b-triazaacenaphthylen-3-one

Product 1

HCID 211902784,5-dihydro-4-[3-(piperidin-4-yl)propan-1-yl]-3H-1,4,8b-triazaacenaphthylen-3-one dihydrochlorideYield 91.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution prepared by dissolving 2.12 g (5.51 mM) of 4,5-dihydro-4-[3-(1-tert-butoxycarbonylpiperidin-4-yl)propan-1-yl]-3H-1,4,8b-triazaacenaphthylen-3-one in 30 ml of ethanol was added 1.40 ml of 12N-hydrochloric acid and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was distilled off under reduced pressure. To the residue was added 5 ml of ethanol and 5 ml of ether and the resulting precipitate was recovered by filtration. The precipitate was rinsed with small amounts of ethanol and ether to provide 1.87 g (yield 91.2%) of the title compound as light-yellow crystals.

Workup

  1. customTo a solution prepared
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionTo the residue was added 5 ml of ethanol and 5 ml of ether
  5. filtrationthe resulting precipitate was recovered by filtration
  6. washThe precipitate was rinsed with small amounts of ethanol and ether

Sources & evidence

ORD record
ord-e69387609487433da1a02b5ef634a677
Source dataset
uspto-grants-2001_06
Patent number
US06251905B1

Reaction notes

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