IP Library Granted Patent US 9,512,078
Granted Patent B2
US 9,512,078 · App. 14/841,899 · Granted Dec 6, 2016

Process for preparing 3-[(45)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-A][1,4]benzodiazepine-4-yl]propionic acid methyl ester or the benzene sulfonate salt thereof, and compounds useful in that process

Inventors: Gary Stuart Tilbrook (Campridgeshire, GB); Andreas Schumacher (Efringen-Kirchen, DE); Rene Emmenegger (Basel, CH)
Assignee: PAION UK LIMITED
C07D213/50C07D213/40C07D401/04C07D487/04C07F9/65586
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Quick Facts
Patent No.
US 9,512,078
App. No.
14/841,899
Granted
Dec 6, 2016
Kind
B2
Abstract

The invention concerns a new process for preparing 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]-propionic acid methyl ester or 3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-4-yl]propionic acid methyl ester benzene sulfonate (P) which comprises reacting 3-[(S)-7-bromo-2-((R and/or S)-2-hydroxy-propylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]-propionic acid methyl ester of formula (EM) with an oxidizing agent and optionally treating the reaction product under acidic conditions, such as to produce the compound of formula (F) or the compound (P), and new compounds useful as starting material or as intermediate for performing that process.

Claims (4)

1. A compound selected from the group consisting of

a) the compound of formula (C)

and

b) the compound of formula (B)

Assignments (3)
CHANGE OF ADDRESS Recorded Dec 5, 2022
From: PAION UK LIMITED
To: PAION UK LIMITED
Reel/Frame 062278/0445 →
CHANGE OF ADDRESS Recorded Nov 30, 2022
From: TILBROOK, GARY STUART; SCHUMACHER, ANDREAS; EMMENEGGER, RENÉ
To: PAION UK LIMITED
Reel/Frame 062020/0017 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2015
From: TILBROOK, GARY STUART; SCHUMACHER, ANDREAS; EMMENEGGER, RENE
To: PAION UK LIMITED
Reel/Frame 037344/0050 →
Priority Claims (1)
EP 09011914 · Sep 18, 2009 · regional
Continuity (2)
Division 13496742
Related Publication 20150368199A1 · Dec 24, 2015