Hydrochloric Acid → 1,2-Dihydro-1-[2-(piperidin-4-yl)ethan-1-yl)-1,4,7b-triazacyclopent[cd]inden-2-one dihydrochloride

HRID 1068780Notes

Reaction equation

HRID 1068780 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[C:24]3[N:19]4[C:20](=[N:25][CH:26]=[C:18]4[C:17]2=[O:27])[CH:21]=[CH:22][CH:23]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:28]>C(O)C>[ClH:28].[ClH:28].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[C:24]3[N:19]4[C:20](=[N:25][CH:26]=[C:18]4[C:17]2=[O:27])[CH:21]=[CH:22][CH:23]=3)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 211901141,2-Dihydro-1-[2-(1-(tert-butoxycarbonyl)piperidin-4-yl)ethan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-one

Product 1

HCID 211901211,2-Dihydro-1-[2-(piperidin-4-yl)ethan-1-yl)-1,4,7b-triazacyclopent[cd]inden-2-one dihydrochlorideYield 71.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution prepared by dissolving 5.30 g (14.13 mM) of 1,2-dihydro-1-[2-(1-(tert-butoxycarbonyl)piperidin-4-yl)ethan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-one in 50 ml of ethanol was added 5.88 ml (71.53 mM) of 12N-hydrochloric acid and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and the crystals that formed were collected by filtration and rinsed with small amounts of ethanol and ether to provide 3.51 g (yield of 71.5%) of the title compound as white crystals.

Workup

  1. customTo a solution prepared
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customthe crystals that formed
  5. filtrationwere collected by filtration
  6. washrinsed with small amounts of ethanol and ether

Sources & evidence

ORD record
ord-ab1f83a5efec4822961d945737bdaa97
Source dataset
uspto-grants-2001_06
Patent number
US06251905B1

Reaction notes

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