US 2006/0142578 A1 · Novel process

Abstract

The present invention relates to a process for the preparation of compounds which are therapeutically active in the central nervous system. (I)n one aspect, the invention relates to a process for the preparation of compounds of the general formula ((I)): wherein HA is a pharmaceutically acceptable acid and R1-R4 are each independently selected from the group consisting of hydrogen, halogen, C1-C6-alkyl, C1-C6-alkoxy, and di-C1-C6-alkylamino-C2-C6-alkoxy. The invention also relates to the use of said compound to manufacture a medicament for the treatment of a serotonin-related disorder.

Claims26

Dependent claims

1-9. (canceled)

A process for the preparation of compounds of the general formula ((I)):

comprising the steps of:
(i) reacting a 3-pyridinol derivative of the general formula ((I)(I)) or the corresponding hydrochloride with ethylene carbonate,
to give another 3-pyridinol derivative of the general formula ((I)(I)(I)):
(ii) reacting the 3-pyridinol derivative of the general formula ((I)(I)(I)) with (2R)-1-(3-chloro-2-pyrazinyl)-2-methylpiperazine of the formula ((I)V) in the presence of an alkali metal tert-butoxide or an alkali earth metal tert-butoxide,
to give a compound of the general formula (V):
(iii) converting the compound of the general formula (V) to the compound of the general formula ((I)) by treatment with a pharmaceutically acceptable acid of the formula HA,
wherein each of R1, R2, R3, and R4 is hydrogen.

4 more elements

A process for the preparation of compounds of the general formula ((I)):

comprising the steps of:
(i) O-alkylating a 3-pyridinol derivative of the general formula ((I)(I)) or the corresponding hydrochloride,
to give another 3-pyridinol derivative of the general formula ((I)(I)(I)):
(ii) reacting the 3-pyridinol derivative of the general formula ((I)(I)(I)) with (2R)-1-(3-chloro-2-pyrazinyl)-2-methylpiperazine of the formula ((I)V) in the presence of potassium tert-butoxide,
to give a compound of the general formula (V):
(iii) converting the compound of the general formula (V) to the compound of the general formula ((I)) by treatment with a pharmaceutically acceptable acid of the formula HA,
wherein each of R1, R2, and R3 is hydrogen, R4 is C1-C6-alkoxy.

4 more elements

A process for the preparation of compounds of the general formula ((I)):

comprising the steps of:
i) reacting a 3-pyridinol derivative of the general formula ((I)(I)) or the corresponding hydrochloride with ethylene carbonate,
to give another 3-pyridinol derivative of the general formula ((I)(I)(I)):
(ii) reacting the 3-pyridinol derivative of the general formula ((I)(I)(I)) with (2R)-1-(3-chloro-2-pyrazinyl)-2-methylpiperazine of the formula ((I)V) in the presence of an alkali metal tert-butoxide or an alkali earth metal tert-butoxide,
to give a compound of the general formula (V):
(iii) converting the compound of the general formula (V) to the compound of the general formula ((I)) by treatment with a pharmaceutically acceptable acid of the formula HA,
wherein each of R1-R3 are hydrogen, and R4 is 2-dimethylaminoethoxy.

4 more elements

Dependencies are inferred from the claim text.

Novel process

Life of this patent

Novel process

Life of this patent

Abstract

Claims26