1008796-22-2

Basic information

• Product Name: 9-(benzyloxy)-3-(2-hydroxyethyl)-2-Methyl-4H-pyrido[1,2-a]pyriMidin-4-one
• Synonyms: 9-(benzyloxy)-3-(2-hydroxyethyl)-2-Methyl-4H-pyrido[1,2-a]pyriMidin-4-one;Hydroxy Compound of Paliperidone
• CAS NO: 1008796-22-2
• Molecular Formula: C₁₈H₁₈N₂O₃
• Molecular Weight: 310.34712
• Mol File: 1008796-22-2.mol

Chemical Properties

• Boiling Point: 522.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.50±0.10(Predicted)
• CAS DataBase Reference: 9-(benzyloxy)-3-(2-hydroxyethyl)-2-Methyl-4H-pyrido[1,2-a]pyriMidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(benzyloxy)-3-(2-hydroxyethyl)-2-Methyl-4H-pyrido[1,2-a]pyriMidin-4-one(1008796-22-2)
• EPA Substance Registry System: 9-(benzyloxy)-3-(2-hydroxyethyl)-2-Methyl-4H-pyrido[1,2-a]pyriMidin-4-one(1008796-22-2)

Safety Data

• Hazardous Substances Data: 1008796-22-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
9-(Benzyloxy)-3-(2-hydroxyethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one is used as a reactant in the preparation of paliperidone, an atypical antipsychotic medication. It plays a crucial role in the synthesis process, contributing to the development of paliperidone's therapeutic effects in treating schizophrenia and other related conditions.

Upstream product

• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 
• 24016-03-3 2-amino-3-benzyloxypyridine 
• 16867-03-1 2-amino-3-hydroxypyridine 
• 100-44-7 benzyl chloride 

Downstream Products

• 147687-17-0 9-(benzyloxy)-3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 

Relevant articles and documents

Preparation method of high-purity paliperidone intermediate

The invention belongs to the technical field of medicine, and particularly discloses a preparation method of a high-purity paliperidone intermediate 3-(2-chloroethyl)-9-hydroxyl-2-methyl-6,7,8,9-tetrahydro-4H-pyridino[1,2-a] pyrimidine-4-ketone. The preparation method particularly comprises the following steps: preparing 9-(benzyloxy)-3-(2-chloroethyl)-2-methyl-4H-pyridino[1,2-a] pyrimidine-4-ketone by taking 2-amino-3-hydroxypyridine as a starting raw material and through benzyl protection, ring closure of alpha-acetyl-gamma-butyrolactone and chloro-substitution; dissolving the 9-(benzyloxy)-3-(2-chloroethyl)-2-methyl-4H-pyridino[1,2-a] pyrimidine-4-ketone into an alcohol solvent, adding acid and a palladium-charcoal catalyst, controlling hydrogen pressure, and after the reaction is completed, performing processes of filtering, concentrating, adjusting the pH value, extracting, concentrating and refining to obtain white-like powdered 3-(2-chloroethyl)-9-hydroxyl-2-methyl-6,7,8,9-tetrahydro-4H-pyridino[1,2-a] pyrimidine-4-ketone. The preparation method is short in cycle, the product is white-like, the yield reaches 70 percent or higher, the purity reaches 99 percent or higher, related impurities of chlorine-removed byproducts are avoided, and the preparation method is suitable for industrialized enlarged production.

AN IMPROVED, INDUSTRIALLY VIABLE PROCESS FOR THE PREPARATION OF HIGH PURITY PALIPERIDONE

The present invention relates to an improved and industrially viable process for the preparation of high purity ≥ 99.8% chemical of paliperidone of formula-I (3-[2-[4-(6-fluoro-l,2-benzisoxazol-3-yl)-l-piperidinyl]ethyl]-6,7,8,9-tetra-hydro-9-hydroxy-2- methyl-4H-pyrido[l,2-a]pyrimidin-4-one), involving the novel intermediate, 3-(2- hydroxyethyl)-2-methyl-9-(phenylmethoxy)-4H-Pyrido[l,2-a]pyrimidin-4-one of formula-II. All intermediates encountered in the synthetic pathway of present invention are isolated by simple crystallization techniques in high pure. Paliperidone is useful as anti-psychotic agent in the treatment of psychotic disorders and is marketed under the brand name INVEGA.