ChemicalBook CAS DataBase List Pipemidic acid

Pipemidic acid synthesis

4synthesis methods

Product Name:Pipemidic acid
CAS Number:51940-44-4
Molecular formula:C14H17N5O3
Molecular Weight:303.32

The synthesis of pipemidic acid involves a series of steps. First, ethyl 2,4-dichloropyrimidine-5-carboxylate is condensed and cyclized with ethyl β-ethylaminopropionate to yield 2-chloro-5-hydroxy-7,8-dihydro-8-ethylpyridine[2,3-d]pyrimidine-6-carboxylate. This compound is then brominated and subsequently condensed with piperazine. The resulting product is hydrolyzed and neutralized to obtain pipemidic acid.

51940-43-3
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51940-44-4
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Yield:-

Reaction Conditions:

with sodium hydroxide

Steps:

43 5,8-Dihydro-8-ethyl-2-(1-Piperazinyl)-5-oxopyrido [2,3-d]pyrimidine-6-carboxylic acid (compound 1).

EXAMPLE 43 5,8-Dihydro-8-ethyl-2-(1-Piperazinyl)-5-oxopyrido [2,3-d]pyrimidine-6-carboxylic acid (compound 1). Ethyl 5,8-dihydro-8-ethyl-5-oxo-2-(1-piperazinyl) pyrido[2,3-d]pyrimidine-6-carboxylate (5.0 g) was dissolved in 30 ml of a 7% aqueous solution of sodium hydroxide by heating at 90°C for 20 minutes. After cooling, the resulting solution was neutralized with acetic acid to yield a precipitate which was collected, and recrystallized from dimethylformamide. There is obtained 4.3 g of the product m.p 253° - 255°C.

References:

US3962443,1976,A

Pyrido[2,3-d]pyrimidine-6-carboxylic acid, 2-(4-acetyl-1-piperazinyl)-8-ethyl-5,8-dihydro-5-oxo-, ethyl ester

52070-73-2
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51940-44-4
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References

142-63-2
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Pyrido[2,3-d]pyrimidine-6-carboxylic acid, 8-ethyl-5,8-dihydro-2-(methylthio)-5-oxo-

19572-11-3
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51940-44-4
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References

7732-18-5
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51940-44-4
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References

Pipemidic acid Related Search:

2,5-PYRIDINEDICARBOXYLIC ACID Dihydromyrcenol Folic acid Citric acid Ethyl 2-(Chlorosulfonyl)acetate Ethanol Ethyl acetate Pyrimidine Pyrimidine-5-carboxaldehyde 2,4-DIAMINO-PYRIMIDINE-5-CARBALDEHYDE