Hydrochloric Acid → HCID 18770418, compound

HRID 1279437Notes

Reaction equation

HRID 1279437 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][CH:12]([N:15]([CH3:33])[CH2:16][CH2:17][N:18]([CH:20]2[CH2:25][CH2:24][N:23](CC3C=CC=CC=3)[CH2:22][CH2:21]2)[CH3:19])[CH2:11][CH2:10]1)C1C=CC=CC=1>[Pd].O.CO>[ClH:1].[ClH:1].[ClH:1].[ClH:1].[NH:9]1[CH2:10][CH2:11][CH:12]([N:15]([CH3:33])[CH2:16][CH2:17][N:18]([CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[CH3:19])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18770447HCID 18770447, compound

Product 1

HCID 18770418HCID 18770418, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

10% Palladium on carbon (125 mg) and concentrated hydrochloric acid (1.2 ml; 14 mmol) were added to a solution in water-methanol (4 ml-8 ml) of N,N′-bis(1-benzyl-4-piperidinyl)-N,N′-dimethylethylenediamine (757 mg; 1.7 mmol) synthesized by the above process, and the mixture was stirred for 6 hours in a bath controlled at 55° C. under hydrogen. The catalyst was removed from the reaction mixture by filtration, and the filtrate was concentrated under reduced pressure. The resultant crude crystals were washed with ethanol, thereby obtaining 497 mg (yield: 71%) of the title compound as a colorless crystalline powder [melting point: 275° C. (decomposition)].

Workup

  1. customsynthesized by the above process
  2. customcontrolled at 55° C. under hydrogen
  3. customThe catalyst was removed from the reaction mixture by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. washThe resultant crude crystals were washed with ethanol

Sources & evidence

ORD record
ord-8e00aeb57b2b45e4902b76b4b045e908
Source dataset
uspto-grants-2002_09
Patent number
US06448242B1

Reaction notes

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