Chemical Process for Preparing Imidazopyrrolidinone Derivatives and Intermediates Thereof
AssigneeNovartis AG
InventorsHao Wang, Jiong Ye, Bo Han, Dietmar Flubacher, Hans Stettler, Fabrice Gallou, Franck Mallet, Matthias Napp, Michael Haller
Life of this patent
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Abstract
The present disclosure relates to a method of synthesizing imidazopyrrolidi-none derivative, such as compound of formula (I), or a solvate including hydrate thereof, or a co-crystal thereof, and/or intermediates thereof, their use as pharmaceuticals and the use of intermediates.
Claims16
1-17. (canceled)
A process for preparing a compound of formula (D7), or a salt thereof, or a solvate thereof,
- comprising the step of reacting a compound of formula (D6), or a salt thereof, or a solvate thereof,
- in a solvent in the presence of base and a coupling agent, wherein the coupling agent is one or more coupling agents selected from the group comprising CDI, EDC, HBTU, HATU, HOBt, IBCF, POBr3, POCl3, T3P, CDMT, PyBOP, DCC, TFFH, BTFFH, BEP, BOP, AOP, Ghosez's reagent and DMTMM.
A process for preparing a compound of formula (D9), or a salt thereof, or a solvate thereof,
- comprising the step of reacting a compound of formula (D7), or a salt thereof, or a solvate thereof,
- with a boronic acid of formula (D8),
- in a solvent in the presence of a metal-catalyst, a base and optionally a ligand, wherein the solution of (D8) is added to a solution of (D7) over a period of 2 to 8 hours.
A compound of formula (D10)
- wherein the acid is selected from the group comprising L-malic acid, lactic acid, tartaric and malonic acid.
A process for preparing a compound of formula (D10)
- comprising the step of
- (i) reacting a compound of formula (D9), or a salt thereof, or a solvate thereof, in a solvent with an acid to obtain a mixture of compound of formula (D14), or a salt thereof, or a solvate thereof, and compound of formula (D10)
- and optionally comprising the further steps of
- (ii) reacting (D14), or a salt thereof, or a solvate thereof, to obtain a compound of formula (D9), or a salt thereof, or a solvate thereof, in a solvent in the presence of a base;
- and
- (iii) reacting compound of formula (D9), or a salt thereof, or a solvate thereof, in a solvent in the presence of an acid to obtain compound (D10);
- and optionally repeating the steps of (ii) and (iii) at least one time.
Dependencies are inferred from the claim text.