362656-23-3

Basic information

• Product Name: 8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one
• Synonyms: 8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one
• CAS NO: 362656-23-3
• Molecular Formula: C₁₄H₁₇N₃OS
• Molecular Weight: 275.36928
• Mol File: 362656-23-3.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one(362656-23-3)
• EPA Substance Registry System: 8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one(362656-23-3)

Safety Data

• Hazardous Substances Data: 362656-23-3(Hazardous Substances Data)

Usage

General Description

8-cyclopentyl-5-Methyl-2-(Methylthio)pyrido[2,3-d]pyriMidin-7(8H)-one is a chemical compound with a complex molecular structure. It contains a pyridopyrimidine ring system and a cyclopentyl and methylthio substituent, making it a heterocyclic compound. This chemical has potential pharmaceutical and medicinal applications due to its structure, which may lend itself to interactions with biological targets. Further research and study of this compound may reveal its potential uses in drug development, particularly in the field of anti-cancer and anti-inflammatory therapies.

Upstream product

• 362656-11-9 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)ethanone 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 5909-24-0 4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester 
• 1003-03-8 Cyclopentamine 
• 211245-64-6 4-cyclopentylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde 
• 211245-62-4 4-cyclopentylamino-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester 
• 211245-63-5 [4-cyclopentylamino-2-(methylsulfanyl)pyrimidine-5-yl]methanol 
• 141-78-6 ethyl acetate 
• 362656-31-3 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)ethanol 
• 1065075-68-4 4-(cyclopentylamino)-2-(methylthio)pyrimidine-5-carboxylic acid 
• 5751-20-2 2-Methylthiouracil 
• 81560-03-4 2-methylsulfanyl-5-bromopyrimidin-4-one 
• 63810-78-6 4?chloro?5?bromo?2?(methylthio)pyrimidine 
• 733039-23-1 5?bromo?N?cyclopentyl?2?(methylthio)pyrimidin?4?amine 

Downstream Products

• 571188-82-4 tert?butyl 4?(6?((6?bromo?8?cyclopentyl?5?methyl?7?oxo?7,8?dihydropyrido[2,3?d]pyrimidin?2?yl)amino)pyridin?3?yl)piperazine?1?carboxylate 
• 571189-10-1 4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}piperazine-1-carboxylic acid tert-butyl ester 
• 571190-30-2 PD 0332991 
• 571188-81-3 6?bromo?8?cyclopentyl?5?methyl?2?(methylsulfinyl)pyrido[2,3?d]pyrimidin?7(8H)?one 
• 850629-01-5 4-[4-(8-cyclopentyl-5-methyl-7-oxo-6-trimethylsilanylethynyl-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)phenyl]-piperazine-1-carboxylic acid tert-butyl ester 
• 850629-04-8 2-[4-(4-tert-butoxycarbonylpiperazin-1-yl)phenylamino]-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester 

Relevant articles and documents

A new route for the synthesis of Palbociclib

Abstract: In this paper, a novel synthetic method for Palbociclib was reported. It was synthesized in eight steps from 2-(methylthio) pyrimidin-4-(3H)-one with approximately 10% overall yield. This protocol started material 2-(methylthio) pyrimidin-4-(3H)-one, involved nucleophilic substitution by thionyl chloride, bromination, nucleophilic substitution by cyclopentylamine, a one pot-two step method (Heck reaction, ring close sequence), oxidation and bromination, cross-coupling reaction, Heck reaction, aqueous workup to afford Palbociclib. This synthetic route used inexpensive raw material and reagents, involved readily controllable reaction conditions and reduced environmental hazards. Graphic abstract: Synthesis of Palbociclib, a small molecule CDK inhibitor, starting from 2-(methylthio) pyrimidin-4-(3H)-one by 8 steps reaction. This method afforded the Palbociclib in 10% yield. [Figure not available: see fulltext.].

PYRIDO[2,3-D]PYRIMIDIN-7(8H)-ONES AS CDK INHIBITORS

The pyrido[2,3-d]pyrimidin-7(8H)-ones of Formula (1) and pharmaceutical compositions containing compounds of Formula (1) as CDK inhibitors are disclosed herein. Methods and use of a compound of Formula 1 in the treatment of cancer and manufacture are also disclosed.

Method for preparing palbociclib intermediate

The invention discloses a method for preparing a palbociclib intermediate. The intermediate is 6-bromo-8-cyclopentyl-5-methyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidine-7-one. The method comprises the following steps: carrying out a substitution reaction on 2-chloro-8-cyclopentyl-5-methyl-8H-pyrido[2,3-d]pyrimidine-7-one and sodium thiomethoxide to generate 8-cyclopentyl-5-methyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidine-7-one, and carrying out a bromination and oxidation reaction on the 8-cyclopentyl-5-methyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidine-7-one and N-bromosuccinimide (NBS) togenerate the palbociclib intermediate 6-bromo-8-cyclopentyl-5-methyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidine-7-one. The method mainly has the advantages of short synthesis route, convenience in operation, low cost of raw materials, great economic benefit and great social values.