Ammonia → Ethyl 3-(pyridin-2-ylamino)propanoate
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH2:10].Cl.N>C(OCC)(=O)C>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:10][CH2:9][C:8]([O:12][CH2:13][CH3:14])=[O:11]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
A mixture of 2-aminopyridine (200 g) and ethyl acrylate (468 g) was heated to 90-100° C. and then stirred for 50 hours at the same temperature. After completion of the reaction, the reaction mixture was cooled to 25-35° C. Ethyl acetate was added to the reaction mixture and treating the reaction mixture with hydrochloric acid, followed by ammonia. Both the organic and aqueous layers were separated, the organic layer was washed with sodium chloride solution and then distilled off the solvent completely from the organic layer to get title compound as a residue. Yield: 295 grams.
Workup
- customAfter completion of the reaction
- temperaturethe reaction mixture was cooled to 25-35° C
- customBoth the organic and aqueous layers were separated
- washthe organic layer was washed with sodium chloride solution
- distillationdistilled off the solvent completely from the organic layer
Sources & evidence
- ORD record
- ord-00f979f3232f4f51bb33a4599e32f0d0
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09273030B2
Reaction notes
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