公开(公告)号：US20140364455A1

公开(公告)日：2014-12-11

申请号：US14301087

申请日：2014-06-10

Applicant: AMGEN INC.

Inventor： Matthew BIO ,  Sebastien CAILLE ,  Brian COCHRAN ,  Yuanqing FANG ,  Brian M. FOX ,  Brian S. LUCAS ,  Lawrence R. McGEE ,  Filisaty VOUNATSOS ,  Sean WIEDEMANN ,  Sarah WORTMAN

IPC: C07D211/94 ,  C07C309/25 ,  C07C309/04 ,  C07D491/048

CPC classification number: A61K31/451 ,  C07B2200/13 ,  C07C309/04 ,  C07C309/25 ,  C07C309/35 ,  C07C313/02 ,  C07D211/76 ,  C07D211/94 ,  C07D491/048 ,  C07D498/04

Abstract: The present invention provides processes for making 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-(isopropylsulfonyl)-3-methylbutan-2-yl)-3-methyl-2-oxopiperidin-3-yl)acetic acid as well as intermediates and processes for making the intermediates. Also provided are crystalline forms of the compound and the intermediates.

Abstract translation: 本发明提供了制备2 - （（3R，5R，6S）-5-（3-氯苯基）-6-（4-氯苯基）-1 - （（S）-1-（异丙基磺酰基）-3-甲基丁基 -2-基）-3-甲基-2-氧代哌啶-3-基）乙酸，以及制备中间体的中间体和方法。 还提供了化合物和中间体的晶型。

公开(公告)号：US20160347769A1

公开(公告)日：2016-12-01

申请号：US14900976

申请日：2014-06-24

Applicant: AMGEN INC.

Inventor： Matthew BIO ,  Eric FANG ,  Jacqueline E. MILNE ,  Sean WIEDEMANN ,  Ash WILSILY

IPC: C07D519/00 ,  C07D471/04

CPC classification number: C07D519/00 ,  C07D471/04

Abstract: Disclosed herein are methods for preparing [1,2,4]triazolo[4,3-a]pyridines, particularly (R)-6-(1-(8-fluoro-6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)ethyl)-3-(2-methoxyethoxy)-1,6-naphthyridin-5(6H)-one, and precursors thereof, such as a method comprising reacting (R)—N-(3-fluoro-5-(1methyl-1H-pyrazol-4-yl) pyridin-2-yl)-2-(3-(2-methoxyethoxy)-5-oxo-1,6-naphthyridin-6(5H)yl) propanehydrazide (“HYDZ”): (HYDZ) under conditions sufficient to form (R)-6-(1-(8-fluoro-6-(1-methyl-IH-pyrazol-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)ethyl)-3-(2-methoxyethoxy)-1,6-naphthyridin-5(6H)-one (“A”): (A)