Gilead Sciences, Inc.

Steven Donald Axt

Dustin S Siegel

Xianghong Wang

Edward Doerffler

Robert William Scott

Bruce Ross

Willard Lew

Lars V Heumann

Katrien Brak

Silvio A Campagna

Andrew W Waltman

Robert Ronald Milburn

Tiago Vieira

Andrew C Stevens

Sean Timothy Neville

Pavel Robertovich Badalov

Andrei Chtchemelinine

Mark Charles Whitcomb

Detian Gao

Morin Mae Frick

Clarissa Tadeus

Brittanie Hoang

Lydia Wolfe

Chia-Yun Yu

Erik Rueden

Silvio Campagna

Dustin Siegel

Erick Rueden

Tiago Viera

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.

Methods for the preparation of ribosides

Growing community of inventors

Redwood City, CA, United States of America

Steven Donald Axt