Back to results
US 2009/0156810 A1Published application
Synthesis of paliperidone
AssigneeSynthon BV
InventorsJiri Bartl, Jozef Krajcovic, Petr Benovsky
Life of this patent
Estimating the term…
Abstract
A 9-hydroxy or 9-acyloxy group can be added to a pyridopyrimidinone ring structure by a process comprising acylating a compound of formula (5) under Vilsmeier-Haack or Friedel-Crafts conditions to form a compound (6); and transforming with a peroxo-compound to obtain the compound (1). R represents hydrogen or a C1-C20 acyl group. The process is useful in the synthesis of paliperidone and derivatives.
Claims20
A process, which comprises:
- a) acylating under Vilsmeier-Haack or Friedel-Crafts conditions a compound of formula (5)
- wherein G is selected from the group consisting of (i) a leaving group;
- (ii) a group of the formula
- wherein L represents a reactive leaving group;
- and (iii) a group of the formula
- to form a compound of formula (6)
- wherein R′ represents hydrogen or a C1-C19 alkyl group and G is as defined above;
- and
- b) transforming said compound of formula (6) with a peroxo-compound to form a compound of formula (1)
- wherein R is hydrogen or C1-C20 acyl group and G is as defined above.
7 more elements
A compound of formula (6):
- wherein R′ represents hydrogen or a C1-C19 alkyl group, and G represents (i) a leaving group;
- (ii) a group of the formula
- wherein L represents a reactive leaving group;
- or (iii) a group of the formula
1 more element
Dependencies are inferred from the claim text.