HCID 9811366, compound → HCID 21994031, compound

HRID 1978471Notes

Reaction equation

HRID 1978471 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([NH:16][C:17]([C:19]3[S:29][C:28]4[N:30]5[C:21](=[CH:22][N:23]=[C:24]5[CH:25]=[CH:26][CH:27]=4)[CH:20]=3)=[O:18])[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:31].CO>C(O)C>[ClH:31].[ClH:31].[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([NH:16][C:17]([C:19]3[S:29][C:28]4[N:30]5[C:21](=[CH:22][N:23]=[C:24]5[CH:25]=[CH:26][CH:27]=4)[CH:20]=3)=[O:18])[CH2:14][CH2:15]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 9811366HCID 9811366, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 21994031HCID 21994031, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2.91 g (6.95 mM) of N-[1-(3-phenylpropan-1-yl)piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (10 ml) was added 10 ml (40 mM) of 4N-HCl/methanol at room temperature and the mixture was stirred at room temperature for several minutes. After the solvent was distilled off under reduced pressure, ethanol and diethyl ether were added to the residue. The resulting crystals were collected by filtration and rinsed with ethanol and diethyl ether to provide 3.08 g (90%) of N-[1-(3-phenylpropan-1-yl)piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride as orange-colored solid.

Workup

  1. distillationAfter the solvent was distilled off under reduced pressure, ethanol and diethyl ether
  2. additionwere added to the residue
  3. filtrationThe resulting crystals were collected by filtration
  4. washrinsed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-3baf310e6adc4dcfa61b8b2e75f1c448
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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