Ethanol → N-[1-[2-[1-[2-(Morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide dihydrochloride

HRID 1820300Notes

Reaction equation

HRID 1820300 reaction equation
[ClH:1].C(OCC)(=O)C.[O:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2([CH2:22][CH2:23][N:24]3[CH2:29][CH2:28][CH:27]([N:30]([C:38]4[CH:43]=[CH:42][C:41]([CH3:44])=[CH:40][CH:39]=4)[C:31]([C:33]4[O:34][CH:35]=[CH:36][CH:37]=4)=[O:32])[CH2:26][CH2:25]3)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10][CH2:9]1.C(O)C>C(OCC)(=O)C>[ClH:1].[ClH:1].[O:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][C:16]2([CH2:22][CH2:23][N:24]3[CH2:25][CH2:26][CH:27]([N:30]([C:38]4[CH:43]=[CH:42][C:41]([CH3:44])=[CH:40][CH:39]=4)[C:31]([C:33]4[O:34][CH:35]=[CH:36][CH:37]=4)=[O:32])[CH2:28][CH2:29]3)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 702EthanolHCID 11420803N-[1-[2-[1-[2-(Morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamideHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 23109892N-[1-[2-[1-[2-(Morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

After adding a 4N hydrochloric acid/ethyl acetate solution (0.5 mL, 2.0 mmol) to a solution of N-[1-[2-[1-[2-(morpholino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(p-tolyl)-2-furancarboxamide (283 mg, 0.56 mmol) in ethyl acetate (4 mL), the mixture was stirred at room temperature for 10 minutes (producing a white precipitate). Ethanol (0.5 mL) was added to the reaction mixture (to dissolve the precipitate), and the solution was concentrated under reduced pressure to obtain the title compound as a white amorphous solid (283 mg) (87% yield).

Workup

  1. customproducing a white precipitate)
  2. dissolutionto dissolve the precipitate), and the solution
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-2783a1b370f445a08e3d5f5cc0a0a5fa
Source dataset
uspto-grants-2009_10
Patent number
US07601843B2

Reaction notes

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