Gilead Sciences, Inc.

Pavel Robertovich Badalov

Tiago Vieira

Lars V Heumann

Christopher S Regens

Robert Ronald Milburn

Andrew C Stevens

Sean Timothy Neville

Detian Gao

Todd A Wenderski

Dustin S Siegel

Bing Shi

Xianghong Wang

Edward Doerffler

Robert William Scott

Bruce Ross

Chiajen Lai

Willard Lew

Henry G Morrison

Katrien Brak

Andrew W Waltman

Stacy Bremner

Nolan Griggs

Stephen Paul Lathrop

Jeffrey E Merit

Andrei Chtchemelinine

Sankar Mohan

Mark Charles Whitcomb

Sylvie M Asselin

Morin Mae Frick

Clarissa Tadeus

Matthew R Chin

Nicholas A J Uhlig

Silvio Campagna

Lydia Wolfe

Chia-Yun Yu

Andrea Ambrosi

Florence J Bachrach

Brittanie Hoang

Beau P Pritchett

Adam B Weinstein

Steven Donald Axt

Erik Rueden

Zehua Zheng

The present disclosure generally describes methods of preparing 1'-cyano nucleosides, such as a compound of Formula (I). For example, the compound of Formula (I) can be prepared from a compound of Formula (II-a) in a flow reactor.

Methods of preparing 1'-cyano nucleosides

The present disclosure provides crystalline forms, solvates and hydrates of (R)-2-((2-amino-7-fluoropyrido[3,2-d]pyrimidin-4-yl)amino)-2-methylhexan-1-ol, and methods of making.

Solid forms of a toll-like receptor modulator

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 present disclosure provides methods for preparing (R)-2-((2-amino-7-fluoropyrido[3,2-d]pyrimidin-4-yl)amino)-2-methylhexan-1-ol or a salt thereof and related key intermediates.

Processes for preparing toll-like receptor modulator compounds

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Edmonton, Canada

Pavel Robertovich Badalov