849727-63-5

Basic information

• Product Name: 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl
• Synonyms: 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl;4H-Pyrido[1,2-a]pyriMidin-4-one, 3-(2-chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-Methyl-, Monohydrochloride;3-(2-Chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one hydrochloride
• CAS NO: 849727-63-5
• Molecular Formula: C11H16Cl2N2O2
• Molecular Weight: 279.16300
• Mol File: 849727-63-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl(849727-63-5)
• EPA Substance Registry System: 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl(849727-63-5)

Safety Data

• Hazardous Substances Data: 849727-63-5(Hazardous Substances Data)

Usage

General Description

3-(2-Chloroethyl)-2-methyl-9-hydroxy-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one Hcl is a chemical compound that belongs to the class of pyrimidine derivatives. It contains a 2-chloroethyl group, a methyl group, and a hydroxy group, as well as a 4H-pyrido[1,2-a]pyrimidin-4-one ring system. The presence of the chlorine and hydroxy groups makes it potentially reactive in biological systems, and it may be used in research related to anticancer or antimicrobial activities. The Hcl salt form of the compound suggests that it is an acid salt and may be more soluble in aqueous solutions. 3-(2-Chloroethyl)-2-methyl-9-hydroxy--6, 7,8,9-tetrahydro-4H-pyrido [1,2-a] pyrimidin-4-one Hcl has potential pharmaceutical and biochemical applications and may be of interest for further chemical and biological studies.

Upstream product

• 147687-17-0 9-(benzyloxy)-3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 
• 24016-03-3 2-amino-3-benzyloxypyridine 
• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 130049-82-0 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one 
• 849727-62-4 3-(2-chloroethyl)-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one monohydrochloride 

Downstream Products

• 144598-75-4 paliperidone 
• 147663-01-2 (+)-9-hydroxyrisperidone 
• 130049-85-3 (+)-Paliperidone 

Relevant articles and documents

Selectivity control by use of near-IR for a hydrogenation process

We applied process analytical technologies to solve the problem of selectivity in the hydrogenation of 3-(2-chloroethyl)-9-hydroxy-2-methyl-4H- pyrido[1,2-a]pyrimidin-4-one monohydrochloride (1) to (±)3-(2- chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a] pyrimidin-4-one monohydrochloride (2). We showed that both mid-IR and near-IR (NIR) were suitable for in-line analysis of the hydrogenation. We chose to use NIR in the production environment due to easier implementation. We developed a NIR model by correlation of NIR results with HPLC results for a laboratory-scale hydrogenation reactor, and we used production batch data to adjust and confirm this model.

PREPARATION OF 3-(2-HYDROXY ETHYL)-9-HYDROXY-2-METHYL-4H-PYRIDO-[1,2-A]-PYRIMIDIN-4-ONE OR ITS ACID ADDITION SALT

The invention relates to an improved process for preparation of 3-(2-hydroxy ethyl)-9- hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one or its acid addition salt and its conversion to paliperidone or its acid addition salt without involving the use of an acid catalyst.

PROCESS TO PREPARE PALIPERIDONE AND INTERMEDIATES THEREOF

The present invention relates to an improved process for obtaining Paliperidone, I, comprising alkylating compound VI, or a salt thereof, with compound V, or a salt thereof, using a base selected from triethylamine or diisopropylethylamine and, optionally, a solvent. Moreover, the invention relies on the preparation of intermediates used in such process.