Gilead Sciences, Inc.

Mark Charles Whitcomb

Dustin S Siegel

Xianghong Wang

Edward Doerffler

Robert William Scott

Bruce Ross

Eric Dowdy

Willard Lew

Lars V Heumann

Andrew W Waltman

Katrien Brak

Silvio A Campagna

Andrew C Stevens

Robert Ronald Milburn

Tiago Vieira

Dominika Pcion

Sean Timothy Neville

Pavel Robertovich Badalov

Andrei Chtchemelinine

Morin Mae Frick

Detian Gao

Clarissa Tadeus

Silvio Campagna

Brittanie Hoang

Lydia Wolfe

Chia-Yun Yu

Carrie Tomasi

Steven Donald Axt

Wenyi Fu

Patricia MacLeod

Erik Rueden

Eric D Dowdy

Dustin Siegel

Erick Rueden

Tiago Viera

Patricia Macleod

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

The invention provides synthetic processes and synthetic intermediates that can be used to prepare 4-oxoquinolone compounds having useful integrase inhibiting properties.

Process and intermediates for preparing integrase inhibitors

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Woodside, CA, United States of America

Mark Charles Whitcomb