Syntheses of optically pure compounds useful as garft...

C - Chemistry – Metallurgy – 07 – D

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C07D 333/38 (2006.01) C07C 69/76 (2006.01) C07C 235/42 (2006.01) C07D 333/70 (2006.01) C07D 409/06 (2006.01) C07D 417/06 (2006.01) C07D 498/04 (2006.01) C07D 513/04 (2006.01) C07D 517/04 (2006.01)

Patent

CA 2224211

The invention relates to methods of making compounds of formula (VII) and their enantiomers, where Ar is a substituted or unsubstituted five- or six- membered aromatic group and B is either an amino acid linked through the amino portion to form an amide or a C1-C6 alcohol linked through the alcohol portion to form an ester. These compounds are advantageously employed as intermediates to prepare optically pure compounds that are active GARFT inhibitors. In one method, a compound of formula (III) or (XVII) is reacted with a compound of formula (IV), where X is a halogen.

L'invention concerne des procédés de production de composés de la formule (VII) ainsi que leurs énantiomères, formule dans laquelle Ar représente un groupe aromatique à 5 ou 6 éléments à substitution ou sans substitution, B représente soit un acide aminé lié par la partie amino pour former un amide, soit un alcool C¿1?-C¿6? lié par la partie alcool pour former un ester. On peut utiliser avantageusement ces composés comme intermédiaires pour préparer des composés optiquement purs constituant des inhibiteurs actifs de GARFT (glycinamyde rhibonucléotide formyl transférase). Dans un procédé, on fait réagir un composé de la formule (III) ou (XVII) avec un composé de la formule (IV) dans laquelle X représente un halogène.

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