Sodium Carbonate → HCID 22248547, compound

HRID 890118Notes

Reaction equation

HRID 890118 reaction equation
C([O:5][C:6]1[C:11]([CH2:12][N:13]2[CH2:18][CH2:17][C:16]([CH2:20][O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:28])([CH3:19])[CH2:15][CH2:14]2)=[N:10][CH:9]=[CH:8][N:7]=1)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C.Cl.C(OCC)(=O)C>[Cl:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[O:21][CH2:20][C:16]1([CH3:19])[CH2:17][CH2:18][N:13]([CH2:12][C:11]2[C:6](=[O:5])[NH:7][CH:8]=[CH:9][N:10]=2)[CH2:14][CH2:15]1

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 22248299HCID 22248299, compound

Product 1

HCID 22248547HCID 22248547, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

After dissolving 237 mg of 2-tert-butoxy-3-[4-(2-chlorophenoxymethyl)-4-methylpiperidino]methyl-pyrazine in 3 ml of ethyl acetate, 3 ml of 4N hydrogen chloride/ethyl acetate was added while stirring on ice. After 1 hour, aqueous sodium carbonate solution was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. Diethyl ether was added to the residue and the precipitate was filtered out to obtain the title compound (104 mg, 51% yield).

Workup

  1. additionwas added
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. filtrationthe precipitate was filtered out

Sources & evidence

ORD record
ord-1de8084dc1bc45c691f26ceb91b3d811
Source dataset
uspto-grants-2006_02
Patent number
US06995144B2

Reaction notes

Loading…