US 2026/0098048 A1 · IMPROVED PROCESS FOR THE PREPARATION OF RISDIPLAM AND ITS INTERMEDIATES

Improved process for the preparation of risdiplam and its intermediates

OwnerSathaiah KANDULA, Rama Krishna YADLAPALLI +8inventors

InventorsSathaiah KANDULA, Rama Krishna YADLAPALLI, Bulli Babi VIPPARLA, Sathish THUMATI, Sreenivas NAGAPURI, Srikanth PARAKALA, Sashikanth SUTHRAPU, Ramesh DANDALA, Pulla Reddy MUDDASANI, Venkaiah Chowdary NANNAPANENI

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Abstract

The present invention relates to an improved process for the preparation of Risdiplam compound of Formula-I. The present invention also relates to novel intermediates of Risdiplam compound of Formula-I and process for the preparation of the same.

Claims11

Dependent claims

A process for the preparation of Risdiplam compound of Formula-I,

comprising the steps of:
a) reacting a compound of Formula-VII,
with a compound of Formula-IX,
wherein, R is amine protecting group other than Boc (tert-butoxy carbonyl);
in presence of a base in a suitable solvent to obtain compound of Formula-X,
b) deprotecting the compound of Formula-X in presence of an acid in a suitable solvent followed by reaction with oxalic acid dihydrate to obtain Risdiplam oxalic acid salt of Formula-Ia.
c) treating the compound of Formula-Ia with an acid followed by base in a suitable solvent to obtain Risdiplam compound of Formula-I.

4 more elements

A process for the preparation of Risdiplam compound of Formula-I, comprising the steps of:

a) reacting a compound of Formula-VII,
with a compound Formula-IXa,
in presence of a base in a suitable solvent to obtain compound of Formula-Xa,
b) deprotecting the compound of Formula-Xa in presence of an acid in a suitable solvent followed by reaction with oxalic acid dihydrate to obtain Risdiplam oxalic acid salt of Formula-Ia.
c) treating the compound of Formula-Ia with an acid followed by base in a suitable solvent to obtain Risdiplam compound of Formula-I.

2 more elements

A process for the preparation of compound of Formula-VII,

comprising the steps of:
a) reacting a compound of Formula-III
with 1-bromo-2,2-dimethoxypropane in presence of p-Toluenesulfonic acid monohydrate in a suitable solvent to obtain compound of Formula-IV
b) treating the compound of Formula-IV with bis(pinacolato)diboron in the presence of a base and catalyst in a suitable solvent to obtain compound of Formula-V;
c) reacting the compound of Formula-V in situ with compound of Formula-VI
in the presence of a base and a catalyst in a suitable solvent to obtain compound of Formula-VII.

3 more elements

A process for the preparation of compound of Formula-XI,

wherein, R is amino protecting group other than Boc (tert-butoxy carbonyl);
comprising the steps of:
a) reacting a compound of Formula-XII,
with benzyl bromide in presence of a base in a suitable solvent to obtain compound of Formula-XIII,
b) treating the compound of Formula-XIII with ethyl magnesium bromide in presence of a catalyst in a suitable solvent to obtain compound of Formula-XIV,
c) selectively deprotecting the compound of Formula-XIV in presence of a catalyst in a suitable solvent to obtain compound of Formula-XV,
d) protecting the compound of Formula-XV in situ with amino protecting agent in presence of a base in a suitable solvent to obtain compound of Formula-XVI,
e) selectively deprotecting the compound of Formula-XVI in situ in presence of an acid in a suitable solvent to obtain compound of Formula-XI.

5 more elements

A process for the preparation of compound of Formula-XIa,

comprising the steps of:
a) reacting a compound of Formula-XII,
with benzyl bromide in presence of a base in a suitable solvent to obtain compound of Formula-XIII,
b) treating the compound of Formula-XIII with ethyl magnesium bromide in presence of a catalyst in a suitable solvent to obtain compound of Formula-XIV,
c) selectively deprotecting the compound of Formula-XIV in presence of a catalyst in a suitable solvent to obtain compound of Formula-XV,
d) protecting the compound of Formula-XV in situ with benzyl chloroformate in presence of a base in a suitable solvent to obtain compound of Formula-XVIa,
e) selectively deprotecting the compound of Formula-XVIa in situ in presence of an acid in a suitable solvent to obtain compound of Formula-XIa.

4 more elements

Dependencies are inferred from the claim text.