Hydrochloric Acid → 4-amino-1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]piperidine dihydrochloride

HRID 1169407Notes

Reaction equation

HRID 1169407 reaction equation
[CH3:1][N:2]([CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH:14]([NH:17]C(=O)OC(C)(C)C)[CH2:13][CH2:12]1)[CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[ClH:25]>C(O)C>[ClH:25].[ClH:25].[NH2:17][CH:14]1[CH2:13][CH2:12][N:11]([CH2:10][CH2:9][N:2]([CH3:1])[CH:3]2[CH2:8][CH2:7][O:6][CH2:5][CH2:4]2)[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70023872tert-butyl 1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]-4-piperidinylcarbamate

Product 1

HCID 229899814-amino-1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]piperidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a solution of tert-butyl 1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]-4-piperidinylcarbamate (2.72 g) in ethanol (30 ml) was added concentrated hydrochloric acid (10 ml), and the resulting mixture was stirred for 7 hours. After the reaction mixture was concentrated under reduced pressure, ethanol and methanol are added to the residue, and the resulting mixture was concentrated further. The precipitate was collected by filtration and was washed with ethanol and methanol to obtain 4-amino-1-[2-[N-methyl-N-(tetrahydropyran-4-yl)amino]ethyl]piperidine dihydrochloride (1.65 g) as a light yellow powder.

Workup

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure, ethanol and methanol
  2. additionare added to the residue
  3. concentrationthe resulting mixture was concentrated further
  4. filtrationThe precipitate was collected by filtration
  5. washwas washed with ethanol and methanol

Sources & evidence

ORD record
ord-5a542f1c05824a9bb4f1fd32cd762dce
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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