Process for the esterification of a carbothioic acid

Details Process for the esterification of a carbothioic acid Process for the esterification of a carbothioic acid

C - Chemistry, Metallurgy

07

J

C07J 31/00 (2006.01)

Patent

CA 2584052

A process for preparing compounds of formula: (II) by esterification of the C- 17 hydroxyl group of 6.alpha., 9.alpha.-difluoro-11.beta., 17.alpha.-dihydroxy- 16.alpha.-methyl-3-oxoandrosta-1,4-diene-17.beta.-carbothioic acid, the compound of formula: (I) comprises treating compound (I) with a slight excess of an acyl chloride of general formula R-COCI, where R represents -CH2CH3, - CH2CH2CH3 or -CH(CH3)2, in an inert solvent, in the presence of a tertiary amine. Preferably the process is carried out using pyridine in the presence of acetone at a temperature of from 5 ~C to -20 ~C. z.

L~invention concerne un procédé de préparation des composés de formule (II) par estérification du groupe hydroxyle en C-17 de l~acide 6.alpha., 9.alpha.-difluoro-11.beta., 17.alpha.-dihydroxy-16.alpha.-méthyl-3-oxoandrosta-1,4-diène-17.beta.-carbothioïque, appelé composé de formule (I). Ce procédé comprend le traitement du composé (I) avec un léger excès d~un chlorure d~acyle de formule générale R-COCI, où R représente -CH2CH3, -CH2CH2CH3 ou -CH(CH3)2, dans un solvant inerte, en présence d~une amine tertiaire. Le procédé est de préférence réalisé avec de la pyridine en présence d~acétone, à une température allant de 5 °C à - 20 °C.

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