WO2024176106 - IMPROVED METHODS FOR SYNTHESIS OF 5-(AMINOMETHYL)PYRROLIDIN-2-ONE COMPOUNDS

National phase entry is expected:
Publication Number WO/2024/176106
Publication Date 29.08.2024
International Application No. PCT/IB2024/051607
International Filing Date 20.02.2024
Title **
[English] IMPROVED METHODS FOR SYNTHESIS OF 5-(AMINOMETHYL)PYRROLIDIN-2-ONE COMPOUNDS
[French] PROCÉDÉS AMÉLIORÉS DE SYNTHÈSE DE COMPOSÉS DE 5-(AMINOMÉTHYL)PYRROLIDIN-2-ONE
Applicants **
ARBUTUS BIOPHARMA CORPORATION 25th Floor, 700 West Georgia Street Vancouver, British Columbia V7Y 1B3, CA
Inventors
MASON, Jeremy c/o Arbutus Biopharma, Inc. 701 Veterans Circle Warminster, Pennsylvania 18974, US
Priority Data
63/447,143   21.02.2023   US
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Quotation for National Phase entry

Country StagesTotal
China Filing1751
EPO Filing, Examination14740
Japan Filing588
South Korea Filing575
USA Filing, Examination6110
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Total: 23764

The term for entry into the National Phase has expired. This quotation is for informational purposes only

Abstract[English] The present disclosure relates to scalable methods for synthesis of 5-(aminomethyl)pyrrolidin-2-one compounds that are useful intermediates in the synthesis of biologically active compounds, including programmed death ligand 1 (PD-L1) inhibitors. In certain embodiments, the 5- (aminomethyl)pyrrolidin-2-one compound is (S)-5-(aminomethyl)pyrrolidin-2-one. The methods described herein permit the synthesis of 5- (aminomethyl)pyrrolidin-2-one compounds without the use of dangerous, toxic, and/or otherwise undesirable reagents and solvents. The methods described herein also permit the synthesis of 5-(aminomethyl)pyrrolidin-2-one compounds without the use of dangerous and/or otherwise undesirable reaction conditions. The synthesis of 5-(aminomethyl)pyrrolidin-2-one compounds is without the need for column chromatography.[French] La présente invention concerne des procédés évolutifs pour la synthèse de composés de 5- (aminométhyl)pyrrolidin-2-one qui sont des intermédiaires utiles dans la synthèse de composés biologiquement actifs, comprenant des inhibiteurs de ligand de mort programmée 1 (PD-L1). Dans certains modes de réalisation, le composé de 5-(aminométhyl)pyrrolidin-2-one est (S)-5-(aminométhyl)pyrrolidin-2-one. Les procédés décrits ici permettent la synthèse de composés de 5-(aminométhyl)pyrrolidin-2-one sans utiliser de réactifs et de solvants dangereux, toxiques et/ou autrement indésirables. Les procédés décrits ici permettent également la synthèse de composés de 5-(aminométhyl)pyrrolidin-2-one sans utiliser de conditions de réaction dangereuses et/ou autrement indésirables. La synthèse de composés de 5-(aminométhyl)pyrrolidin-2-one est sans nécessiter de chromatographie sur colonne.
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