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：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：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：US20230192681A1

公开(公告)日：2023-06-22

申请号：US17776948

申请日：2020-11-13

Applicant: AMGEN INC.

Inventor： Andrew T. PARSONS ,  Matthew BEAVER

IPC: C07D471/04 ,  C07F5/05

CPC classification number: C07D471/04 ,  C07F5/05

Abstract: The present disclosure relates to an improved, efficient, scalable process to prepare intermediate compounds, such as 2,2′,2″-(1,3,5,2,4,6-trioxatriborinane-2,4,6-triyl)tris(3-fluorophenol), useful for the synthesis of compounds, such as Compound 9, for the treatment of KRAS G12C mutated cancers.