Hydrochloric Acid → HCID 18770418, compound

HRID 479394Notes

Reaction equation

HRID 479394 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-837338a0caff4677bc2c795b683e25e2
Source dataset
uspto-grants-2003_11
Patent number
US06645957B2

Reaction notes

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