US 12,180,237 B2 · Method for preparing gadobutrol

Abstract

The present invention provides a novel method for preparing high-purity gadobutrol or hydrates thereof. The preparation method of the present invention can have an advantage of simplifying a process by forming a gadolinium complex in-situ without purification of a butrol intermediate and omitting a resin purification process unlike a conventional method for synthesizing gadobutrol. In addition, the preparation method of the present invention can be used to produce high-purity gadobutrol or hydrates thereof at a high yield only through the simple process as above, and thus can be useful in mass production.

Claims30

Dependent claims

A method for preparing gadobutrol or hydrates thereof, the method comprising:

(S-1) subjecting a compound of formula 3 below or a salt thereof to a carboxymethylation reaction to prepare a compound of formula 2 below;
and
(S-2) subjecting the compound of said formula 2 to a basic hydrolysis and forming a gadolinium complex in-situ to prepare a compound of formula 1 below:
wherein, in above formula 2,
R is C1-C4 linear or branched-chain alkyl,
wherein said (S-1) is performed in a mixed solvent, wherein the mixed solvent is a mixture of water and isopropyl alcohol.

3 more elements

Dependencies are inferred from the claim text.

Facts

Application

17/270,268Filed 23 Aug 2019

Priority

KR 10-2018-009850123 Aug 2018

Published

US 2021/0317142 A114 Oct 2021

Granted

31 Dec 2024

Term ends

Not estimatedThe source records don’t support an estimate.

Classification6 codes

C07D 257/02
Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms: not condensed with other rings
C07F 5/003
Compounds containing elements of Groups 3 or 13 of the Periodic Table: without C-Metal linkages
C07B 2200/13
Indexing scheme relating to specific properties of organic compounds: crystalline forms, e.g. polymorphs
C07D
Heterocyclic compounds

Method for preparing gadobutrol

Life of this patent

Method for preparing gadobutrol

Life of this patent

Abstract

Claims30