Synthetic preparation for diroximel fumarate
AssigneeBiogen MA Inc.
InventorsDaw-long Albert KWOK, Chao Fei, Erwin Irdam, Donald Walker, Markus Grohmann, Jens Mohr, Janina Bucher
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Abstract
Disclosed is a method of preparing diroximel fumarate represented by the following structural formula (I) The method comprises reacting ethy lene carbonate with succinimide to form a hydroxyethyl succinimide intermediate; and reacting the intermediate with monomethyl fumarate to form the product compound.
Claims23
A method of preparing a product compound represented by the following structural formula:
- comprising reacting ethylene carbonate with succinimide in the presence of a base to form a hydroxyethyl succinimide intermediate represented the following structural formula:
- and reacting the intermediate with monomethyl fumarate
- to form the product compound.
A method of preparing a product compound represented by the following structural formula:
- comprising reacting hydroxyethyl succinimide represented the following structural formula:
- with monomethyl fumarate represented by the following structural formula:
- in the presence of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide or a salt thereof, e.g., N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride, and a basic catalyst to form the product compound.
The method of claim 14 or 15, wherein the reaction is carried out in acetone.
A method of preparing a product compound represented by the following structural formula:
- comprising the steps of:
- a) reacting methanol and a starting material represented by:
- to form an intermediate product represented by
- and
- b) reacting the intermediate product with thionyl chloride to form the product compound.
A method of preparing a product compound represented by the following structural formula:
- comprising reacting succinic anhydride with hydroxyethylamine to form an intermediate represented by the following structural formula:
- reacting the intermediate with a non-nucleophilic amine base, such as diisopropylethylamine, preferably without isolation of the intermediate.
Dependencies are inferred from the claim text.