Acetic Acid Mixture with Hydrobromic Acid → HCID 18377322, compound

HRID 2301145Notes

Reaction equation

HRID 2301145 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.C(O)(=O)C.[BrH:31]>C1(C)C=CC=CC=1>[BrH:31].[BrH:31].[NH:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:26][CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18]2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 54523591HCID 54523591, compound

Product 1

HCID 18377322HCID 18377322, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(3,4-Dihydro-1H-isoquinolin-2-yl)piperidine-1-carboxylic acid benzyl ester (290 mg, 0.83 mmol) was mixed with 25% hydrobromic acid acetic acid solution (3 ml) and stirred at room temperature for 2 hours. The reaction solution was mixed with toluene, the solvent was removed by evaporation under a reduced pressure, and the thus precipitated crystals were washed with a small amount of cold toluene and collected by filtration to obtain 150 mg (0.40 mmol, 48% in yield) of the title compound. MW 378.15 (C14H22Br2N2); Mass spectrum EI-Ms m/z 216 (M−2HBr)+.

Workup

  1. customthe solvent was removed by evaporation under a reduced pressure
  2. washthe thus precipitated crystals were washed with a small amount of cold toluene
  3. filtrationcollected by filtration
  4. customto obtain

Sources & evidence

ORD record
ord-f2c8b0cc5a52400aa478d4db7115e1bc
Source dataset
uspto-grants-2002_12
Patent number
US06498251B1

Reaction notes

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