Ammonia → 2-(pyridin-3-yl)acetamide

HRID 399548Notes

Reaction equation

HRID 399548 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)C.[NH3:13]>>[NH2:13][C:4]([CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:3]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 96490Ethyl 3-pyridylacetate

Product 1

HCID 5647672-(pyridin-3-yl)acetamide

Procedure

16.8 g of ethyl-3-pyridylacetate and 1 l of methanolic ammonia solution are shaken in a pressure vessel at 100° C. for 40 hours. After cooling and concentration, the precipitate is triturated with ether and filtered off with suction. 12.7 g of the 3-(aminocarbonylmethyl)pyridine obtained in this way are hydrogenated with 250 ml of ethanol and 3 g of rhodium/platinum catalyst at 50° C. under a pressure of 3 bar of hydrogen for 2 hours. After cooling, filtration and concentration, the precipitate is triturated with ether and filtered off with suction.

Workup

  1. temperatureAfter cooling
  2. concentrationconcentration
  3. customthe precipitate is triturated with ether
  4. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-cc7407ce61394517844b5a5b9abdbe61
Source dataset
uspto-grants-1998_10
Patent number
US05821240

Reaction notes

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