The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
May. 31, 2022
Filed:
Oct. 29, 2015
Gilead Sciences, Inc., Foster City, CA (US);
Steven Donald Axt, Redwood City, CA (US);
Pavel Robertovich Badalov, Edmonton, CA;
Katrien Brak, Belmont, CA (US);
Silvio Campagna, Edmonton, CA;
Andrei Chtchemelinine, San Mateo, CA (US);
Edward Doerffler, Foster City, CA (US);
Morin Mae Frick, San Mateo, CA (US);
Detian Gao, Edmonton, CA;
Lars V. Heumann, Redwood City, CA (US);
Brittanie Hoang, San Francisco, CA (US);
Willard Lew, San Mateo, CA (US);
Robert Ronald Milburn, Belmont, CA (US);
Sean Timothy Neville, San Mateo, CA (US);
Bruce Ross, El Granada, CA (US);
Erik Rueden, San Mateo, CA (US);
Robert William Scott, San Mateo, CA (US);
Dustin Siegel, San Carlos, CA (US);
Andrew C. Stevens, Edmonton, CA;
Clarissa Tadeus, San Carlos, CA (US);
Tiago Vieira, Edmonton, CA;
Andrew W. Waltman, San Francisco, CA (US);
Xianghong Wang, Dublin, CA (US);
Mark Charles Whitcomb, Woodside, CA (US);
Lydia Wolfe, San Mateo, CA (US);
Chia-Yun Yu, Edmonton, CA;
Gilead Sciences, Inc., Foster City, CA (US);
Abstract
Provided are methods of preparing compounds and pharmaceutical compositions comprising a compound Formula VIII for treating Filoviridae virus infections. In one aspect, the compound of Formula VIII is formed from a reaction mixture comprising the compound of Formula IX, the compound of Formula X, a coupling agent such as magnesium chloride and a non-nucleophilic base such as diisopropylethylamine. The compound of Formula IX can be formed from a compound of Formula V and a cyanating agent. The compound of Formula V can be synthesized from a reaction mixture comprising a deprotonating agent such as phenylmagnesium chloride; a silylating agent such as chlorotrimethylsilane; a coupling agent such as isopropylmagnesium chloride, an additive such as LaCl-2LiCl, LaCl, CeCl, NdCl, or YCl; a compound of Formula VI; and 7-iodopyrrolo[2,1-f][1,2,4]triazin-4-amine. The compounds, compositions, and methods provided are particularly useful for the treatment of Marburg virus, Ebola virus and Cueva virus infections.