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ChemicalBook CAS DataBase List Picamilon
34562-97-5

Picamilon synthesis

7synthesis methods
Butanoic acid, 4-[(3-pyridinylcarbonyl)amino]-, phenylmethyl ester

121667-28-5

Picamilon

34562-97-5

General procedure for the synthesis of 3-((3-carboxypropyl)carbamoyl)pyridine from compound (CAS: 121667-28-5): 10% palladium charcoal (10 mmol) and dry methanol (10 v/v) were added to a 50 mL flask, followed by the addition of compound-2 (10 mmol) under stirring. The atmosphere in the flask was replaced with nitrogen and then hydrogen. The reaction mixture was stirred vigorously in hydrogen atmosphere for 2.0 hours at room temperature. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and washed with methanol. The organic layer was evaporated and the residue was dissolved in ethyl acetate and washed with water. The organic layer was dried with sodium sulfate, filtered and the solvent was evaporated to give compound-3 (yield: 90%).

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Yield: 90%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; for 2 h;Inert atmosphere;

Steps:

2 Step-2: Synthesis of Compound 3
10% Palladium charcoal (lOmmol) and dry Methanol (10 vol) were placed in a50 mL flask, and then compound- 2 (10 mmol) was added while stirring. Flushed with nitrogen and followed by hydrogen gas. Reaction left for stirring vigorously at room temperature for 2.0 h at hydrogen atmosphere, on completion the reaction mixture was filtered over celite and washed with methanol. The organic layer was evaporated and residue was dissolved in ethyl acetate, and was washed with water. The organic layers were dried over sodium sulfate, filtered and evaporated to yield compound-3 (yield: 90%).

References:

KANDULA, mahesh WO2013/8182, 2013, A1 Location in patent:Paragraph 0023-0024

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