公开(公告)号：US20250129072A1

公开(公告)日：2025-04-24

申请号：US18987521

申请日：2024-12-19

Applicant: AMGEN INC.

Inventor： Michal ACHMATOWICZ ,  John T. COLYER ,  Michael T. CORBETT ,  Daniel J. GRIFFIN ,  Andrew T. PARSONS ,  Joanna ROBINSON ,  Kyle QUASDORF

IPC: C07D471/04

Abstract: Provided herein is a process for preparing compound A comprising (a) admixing 2-isopropyl-4-methylpyridin-3-amine (Compound B), or a salt thereof, a first base, and a reactive compound comprising phosgene or a phosgene equivalent in an organic solvent to form 3-isocyanato-2-isopropyl-4-methylpyridine (Compound C); (b) admixing Compound C and 2,6-dichloro-5-fluoronicotinamide (Compound D) to form 2,6-dichloro-5-fluoro-N-((2-isopropyl-4-methylpyridin-3-yl)carbamoyl)nicotinamide (Compound E); and (c) admixing Compound E and a second base to form a product mixture comprising Compound A and the second base. Also provided herein is a process for synthesizing AMG 510 comprising using Compound A prepared according to the disclosed processes

公开(公告)号：US20230391771A1

公开(公告)日：2023-12-07

申请号：US18030685

申请日：2021-10-06

Applicant: AMGEN INC.

Inventor： Matthew G. BEAVER ,  Michael T. CORBETT ,  Yuanqing FANG ,  David D. FORD ,  Andrew T. PARSONS ,  Gabrielle ST-PIERRE ,  Reem TELMESANI

IPC: C07D471/04

CPC classification number: C07D471/04 ,  C07B2200/13 ,  C07B2200/07

Abstract: Provided herein is a process comprising heating a composition comprising (P)-compound A or a salt thereof and a solvent to a temperature of 250° C. to 350° C. to form racemized compound A. Also provided is a process for isolating (P)-compound A from a composition comprising (P)-compound A and a tartrate, as described herein. Further provided herein, is a process for isolating a free acid of a tartrate or a hydrate thereof from a composition comprising a tartrate, (P)-compound A, and an organic solvent.

公开(公告)号：US20250122197A1

公开(公告)日：2025-04-17

申请号：US18987607

申请日：2024-12-19

Applicant: AMGEN INC.

Inventor： Matthew G. BEAVER ,  Michael T. CORBETT ,  Yuanqing FANG ,  David D. FORD ,  Andrew T. PARSONS ,  Gabrielle ST-PIERRE ,  Reem TELMESANI

IPC: C07D471/04

Abstract: Provided herein is a process comprising heating a composition comprising (P)-compound A or a salt thereof and a solvent to a temperature of 250° C. to 350° C. to form racemized compound A. Also provided is a process for isolating (P)-compound A from a composition comprising (P)-compound A and a tartrate, as described herein. Further provided herein, is a process for isolating a free acid of a tartrate or a hydrate thereof from a composition comprising a tartrate, (P)-compound A, and an organic solvent.

公开(公告)号：US20240025896A1

公开(公告)日：2024-01-25

申请号：US18253285

申请日：2021-11-19

Applicant: AMGEN INC.

Inventor： Michal ACHMATOWICZ ,  John T. COYLER ,  Michael T. CORBETT ,  Daniel J. GRIFFIN ,  Andrew T. PARSONS ,  Joanna ROBINSON ,  Kyle QUASDORF

IPC: C07D471/04

CPC classification number: C07D471/04

Abstract: Provided herein is a process for preparing compound A comprising (a) admixing 2-isopropyl-4-methylpyridin-3-amine (Compound B), or a salt thereof, a first base, and a reactive compound comprising phosgene or a phosgene equivalent in an organic solvent to form 3-isocyanato-2-isopropyl-4-methylpyridine (Compound C); (b) admixing Compound C and 2,6-dichloro-5-fluoronicotinamide (Compound D) to form 2,6-dichloro-5-fluoro-N-((2-isopropyl-4-methylpyridin-3-yl)carbamoyl)nicotinamide (Compound E); and (c) admixing Compound E and a second base to form a product mixture comprising Compound A and the second base. Also provided herein is a process for synthesizing AMG 510 comprising using Compound A prepared according to the disclosed processes [Insert Structure] (Compound A).

公开(公告)号：US20230183164A1

公开(公告)日：2023-06-15

申请号：US17920084

申请日：2021-05-04

Applicant: AMGEN INC.

Inventor： Austin G. SMITH ,  Michael T. CORBETT ,  Neil Fred LANGILLE ,  Kyle D. BAUCOM ,  Peter K. DORNAN ,  Gabrielle ST- PIERRE ,  Philipp C. ROOSEN ,  Sheng CUI ,  Roberto PROFETA

IPC: C07C67/62 ,  C07D249/18 ,  C07D519/00 ,  C07D513/08

CPC classification number: C07C67/62 ,  C07D249/18 ,  C07D519/00 ,  C07D513/08 ,  C07B2200/13

Abstract: Provided herein are processes for synthesizing intermediates useful in preparing Mcl-1 inhibitors. In particular, provided herein are processes for synthesizing compound F, or a salt thereof, wherein R1 and OPG2 are described herein. Compound F can be useful in synthesizing compound A1, or a salt of solvate thereof, and compound A2, or a salt of solvate thereof.