HCID 178430603, compound → HCID 178430599, compound

HRID 1517662Notes

Reaction equation

HRID 1517662 reaction equation
[ClH:1].Cl.C([N:10](CC1C=CC=CC=1)[C@H:11]1[CH2:16][CH2:15][C@@H:14]([N:17]2[CH2:22][CH:21]([CH3:23])[O:20][CH:19]([CH3:24])[CH2:18]2)[CH2:13][CH2:12]1)C1C=CC=CC=1>CO.[Pd]>[ClH:1].[ClH:1].[CH3:23][CH:21]1[O:20][CH:19]([CH3:24])[CH2:18][N:17]([C@H:14]2[CH2:15][CH2:16][C@H:11]([NH2:10])[CH2:12][CH2:13]2)[CH2:22]1

Participants

4

Reactant 1

HCID 178430603HCID 178430603, compound

Product 1

HCID 178430599HCID 178430599, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

9.8 g (21 mmol) cis-dibenzyl-[4-(2,6-dimethyl-morpholin-4-yl)-cyclohexyl]-amine-dihydrochloride are placed in 150 ml of methanol and 2 g palladium/charcoal (10%) are added. The mixture is hydrogenated at 50 psi and 50° C. Then the catalyst is suction filtered, the mother liquor is concentrated by evaporation. The precipitate formed is suction filtered and washed with diethyl ether. Yield: 5.5 g. The trans isomer may be prepared analogously.

Workup

  1. customis hydrogenated at 50 psi and 50° C
  2. filtrationfiltered
  3. concentrationthe mother liquor is concentrated by evaporation
  4. customThe precipitate formed
  5. filtrationfiltered
  6. washwashed with diethyl ether
  7. customThe trans isomer may be prepared analogously

Sources & evidence

ORD record
ord-cb417ee85226426eae30ec837f1386ce
Source dataset
uspto-grants-2012_07
Patent number
US08232286B2

Reaction notes

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