2-Chloropyridine → HCID 10750244, compound

HRID 963988Notes

Reaction equation

HRID 963988 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH2:15])[CH2:10][CH2:9]1.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)CCO>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH2:15])[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 79772-ChloropyridineHCID 10340Sodium CarbonateHCID 235274-(Aminomethyl)piperidine

Product 1

HCID 10750244HCID 10750244, compoundYield 23.7%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

A mixture of 2-chloropyridine (19.4 g), 1-(piperid-4-yl)methylamine (14.25 g), sodium carbonate (11.4 g) and 3-methyl-1-butanol (100 ml), was stirred and heated under reflux for 16 hours, then filtered. The solvent was removed in vacuo to leave an oil which was distilled to give 1-[1-(pyrid-2-yl)piperid-4-yl]methylamine as a pale yellow oil (5.65 g), b.p. 126°-130° C. at 0.6 mbar.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. filtrationfiltered
  4. customThe solvent was removed in vacuo
  5. customto leave an oil which
  6. distillationwas distilled

Sources & evidence

ORD record
ord-89d2d712e0e34aea8642b9918569716c
Source dataset
uspto-grants-1998_06
Patent number
US05767116

Reaction notes

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