Sodium Carbonate → HCID 19079040, compound

HRID 963987Notes

Reaction equation

HRID 963987 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][NH2:16])[CH2:11][CH2:10]1.C(=O)([O-])[O-].[Na+].[Na+].CC(C)CCO>C(OCC)(=O)C>[Cl:8][C:7]1[C:2]([N:9]2[CH2:14][CH2:13][CH:12]([CH2:15][NH2:16])[CH2:11][CH2:10]2)=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 169882,3-DichloropyridineHCID 235274-(Aminomethyl)piperidineHCID 31260Isoamyl Alcohol

Product 1

HCID 19079040HCID 19079040, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
95 °C

Procedure

A stirred mixture of 2,3-dichloropyridine (20 g), 1-(piperid-4-yl)methylamine (30 g), sodium carbonate (30 g) and 3-methyl-1-butanol (100 ml) was heated at 95° C. for 16 hours, then cooled to ambient temperature, diluted with ethyl acetate (200 ml), and filtered. The solvents were removed in vacua, and the residual oil distilled to give 1-[1-(3-chloropyrid-2-yl)piperid-4-yl]methylamine as a colourless oil (22.2 g), b.p. 115°-140° C. at 0.13 mbar.

Workup

  1. temperaturecooled to ambient temperature
  2. filtrationfiltered
  3. customThe solvents were removed in vacua
  4. distillationthe residual oil distilled

Sources & evidence

ORD record
ord-75e9ed54ad844d89b7f150f45141f69c
Source dataset
uspto-grants-1998_06
Patent number
US05767116

Reaction notes

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