ChemicalBook CAS DataBase List Furo[3,4-c]pyridin-3(1H)-one, 4-chloro-1,1-dimethyl-

Furo[3,4-c]pyridin-3(1H)-one, 4-chloro-1,1-dimethyl- synthesis

5synthesis methods

Product Name:Furo[3,4-c]pyridin-3(1H)-one, 4-chloro-1,1-dimethyl-
CAS Number:285991-71-1
Molecular formula:C9H8ClNO2
Molecular Weight:197.62

145887-88-3

Furo[3,4-c]pyridin-3(1H)-one, 4-chloro-1,1-dimethyl-

285991-71-1

The general procedure for the synthesis of 4-chloro-1,1-dimethylfuro[3,4-c]pyridin-3(1H)-one using 1,1-dimethylfuro[3,4-c]pyridin-3,4(1H,5H)-dione as starting material was as follows: the starting material (series IV) was mixed with phosphorus pentachloride in a molar ratio of 1:1.1, and the device was refluxed to a condenser, and the reaction was carried out at 130-150 °C under The reaction was heated for 15-20 minutes. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of crushed ice. The precipitated solid product was collected by filtration, washed with water and acetone sequentially and finally purified by recrystallization with ethanol. The yield of this step was 76.3%.

145887-88-3 Synthesis

145887-88-3
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285991-71-1
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Yield:285991-71-1 76.3%

Reaction Conditions:

with phosphorus pentachloride at 130 - 150;

Steps:

4-Chloro-1,1-dimethylfuro[3,4-c]pyridine-3(1H)-one V.

A mixture of 1 (IV series) and phosphorus pentacloride in molar ratio 1:1.1 was heated with reflux condenser at 130-150°C for15-20 min. After cooling, crashed ice was added. Precipitated crystals were filtered, washed with water and acetone and recrystallized from ethanol. Yield 76.3 %

References:

Hovhannisyan, Anna;Pham, The Hien;Bouvier, Dominique;Piroyan, Alexander;Dufau, Laure;Qin, Lixian;Cheng, Yan;Melikyan, Gagik;Reboud-Ravaux, Michèle;Bouvier-Durand, Michelle [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 6,p. 1571 - 1580] Location in patent:supporting information