HCID 12926609, compound → SR 57227A

HRID 647516Notes

Reaction equation

HRID 647516 reaction equation
C([NH:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[N:12]=2)[CH2:7][CH2:6]1)(=O)C>Cl>[NH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[N:12]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 1

HCID 12926609HCID 12926609, compound

Product 1

HCID 131747SR 57227AYield 72%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 0.482 mole of 4-acetamido-1-(6-chloro-2-pyridyl)piperidine in 610 ml of 6 N hydrochloric acid is heated at reflux for 8 hours, then the reaction mixture is cooled and concentrated under reduced pressure. The residue is treated with 4 N sodium hydroxide up to a clearly basic pH and the oil which separates is extracted with diethyl ether. The organic phase is washed with water, dried over anhydrous sodium sulfate and evaporated to dryness. The oily residue is crystallised by diisopropylic ether. 4-amino-1-(6-chloro-2-pyridyl)piperidine is thus obtained; m.p. 36° to 38° C.

Workup

  1. temperatureat reflux for 8 hours
  2. temperaturethe reaction mixture is cooled
  3. concentrationconcentrated under reduced pressure
  4. additionThe residue is treated with 4 N sodium hydroxide up to a clearly basic pH
  5. extractionthe oil which separates is extracted with diethyl ether
  6. washThe organic phase is washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customevaporated to dryness
  9. customThe oily residue is crystallised by diisopropylic ether

Sources & evidence

ORD record
ord-c6372d8c214444b3acdbfac197ae593c
Source dataset
uspto-grants-1983_10
Patent number
US04409228

Reaction notes

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