WO2023248174 - AN IMPROVED PROCESS FOR PREPARATION OF VOXELOTOR

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Publication Number WO/2023/248174
Publication Date 28.12.2023
International Application No. PCT/IB2023/056460
International Filing Date 22.06.2023
Title [English] AN IMPROVED PROCESS FOR PREPARATION OF VOXELOTOR [French] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DE VOXÉLOTOR
Applicants ** HETERO LABS LIMITED Hetero Corporate 7-2-A2 Industrial Estates, Sanath Nagar Hyderabad, Telangana Hyderabad 500018, IN
Inventors ** BANDI, Parthasaradhi Reddy Hetero Labs Limited, Hetero Corporate 7-2-A2, Industrial Estate, Sanath Nagar, Hyderabad, Telangana, India Hyderabad 500018, IN KURA, Rathnakar Reddy Hetero Labs Limited, Hetero Corporate 7-2-A2, Industrial Estate, Sanath Nagar, Hyderabad, Telangana, India Hyderabad 500018, IN BANDI, Vamsi Krishna Hetero Labs Limited, Hetero Corporate 7-2-A2, Industrial Estate, Sanath Nagar, Hyderabad, Telangana, India. Hyderabad 500018, IN RAY, Uttam Kumar Hetero Labs Limited, Hetero Corporate 7-2-A2, Industrial Estate, Sanath Nagar, Hyderabad, Telangana, India. Hyderabad 500018, IN EPPATURI, Balanarasaiah Hetero Labs Limited, Hetero Corporate 7-2-A2, Industrial Estate, Sanath Nagar, Hyderabad, Telangana, India Hyderabad 500018, IN
Priority Data 202241035837  22.06.2022  IN
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Abstract [English] The present invention relates to an improved process for the preparation of Voxelotor and its key intermediate (2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-3-yl)methanol, a compound of Formula IV, produced by utilizing a Suzuki cross-coupling reaction of a (2-halopyridin-3-yl)methanol compound of Formula II with a boronate ester 1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole compound of Formula III, in presence of palladium (II) acetate, triphenylphosphine and a base. [French] La présente invention concerne un procédé amélioré pour la préparation de voxélotor et son intermédiaire clé (2-(1-Isopropyl-1 H-pyrazol-5-yl) pyridin-3-yl) méthanol, un composé de formul IV, produit par l'utilisation d'une réaction de couplage croisé de Suzuki d'un composé (2-halopyridin-3-yl) méthanol de formule II avec un composé de boronate ester 1-isopropyl-5-(4,4,5,5-tétraméthyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole de formule III, en présence d'acétate de palladium, de triphénylphosphine et d'une base.