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US 6,281,357 B1Granted
Process for the production of indole derivatives
AssigneePfizer Inc.
InventorDavid Charles Waite
Life of this patent
Estimating the term…
Abstract
The invention provides a process for the production of a compound of formula I, which comprises reacting a compound of formula II with a compound of formula III, in the presence of a strong base and a palladium(0) catalyst, at an elevated temperature, in a solvent which does not adversely affect the reaction. Compounds of formula I may be further processed to compounds of formula V, which are useful in the treatment of inter alia migraine.
Claims15
A compound of formula I
- wherein R1 and R2 independently represent N-protecting groups stable to basic hydrolysis conditions and removable by hydrogenolysis;
- and
- R3 represents a C1-6 alkyl group substituted by:
- (i) a 5- or 6-membered nitrogen-containing saturated heterocyclic group which in turn may be substituted by C1-6 alkyl or a pyrimidine ring which is itself substituted by C1-6 alkoxy;
- or
- (ii) di(C1-6 alkyl)amino.
3 more elements
A compound of formula III
- wherein R1 is an N-protecting group stable to basic hydrolysis conditions and removable by hydrogenolysis.
A compound of formula IV
- wherein R1 and R2 independently represent N-protecting groups stable to basic hydrolysis conditions and removable by hydrogenolysis;
- and
- R3 represents a C1-6 alkyl group substituted by:
- (i) a 5- or 6-membered nitrogen-containing saturated heterocyclic group which in turn may be substituted by C1-6 alkyl or a pyrimidine ring which is itself substituted by C1-6 alkoxy;
- or
- (ii) di(C1-6 alkyl)amino.
3 more elements
A process for the production of a compound of formula I,
- wherein R1 and R2 independently represent N-protecting groups stable to basic hydrolysis conditions and removable by hydrogenolysis;
- and
- R3 represents a C1-6 alkyl group substituted by:
- (i) a 5- or 6-membered nitrogen-containing saturated heterocyclic group which in turn may be substituted by C1-6 alkyl or a pyrimidine ring which is itself substituted by C1-6 alkoxy;
- or
- (ii) di(C1-6 alkyl)amino;
- which comprises reacting a compound of formula II,
- wherein Hal represents Cl, Br or I;
- and R2 and R3 are as defined above;
- with a compound of formula III,
- wherein R1 is as defined above;
- in the presence of a strong base and a palladium(0) catalyst, at an elevated temperature, in a solvent which does not adversely affect the reaction.
9 more elements
Dependencies are inferred from the claim text.