6-(2,6-Dichlorophenyl)-8-methyl-2-[[3-(methylthio)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one

Base Information

• Chemical Name: 6-(2,6-Dichlorophenyl)-8-methyl-2-[[3-(methylthio)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one
• CAS No.: 260415-63-2
• Molecular Formula: C₂₁H₁₆Cl₂N₄OS
• Molecular Weight: 443.356
• Mol file: 260415-63-2.mol

Synonyms:2: PN:US20080220497 PAGE: 131 claimed sequence;PD 173955;

Chemical Property of 6-(2,6-Dichlorophenyl)-8-methyl-2-[[3-(methylthio)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one

Chemical Property:

• Boiling Point: 626.727 °C at 760 mmHg
• Flash Point: 332.833 °C
• PSA: 88.34000
• Density: 1.494 g/cm³
• LogP: 5.18970
• Solubility.: ≥22.15 mg/mL in DMSO with gentle warming

Purity/Quality:

98%,99%, ^*data from raw suppliers

PD173955 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-(2,6-Dichlorophenyl)-8-methyl-2-[[3-(methylthio)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one

There total 7 articles about 6-(2,6-Dichlorophenyl)-8-methyl-2-[[3-(methylthio)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

3-methylmercaptoaniline (1783-81-9) + 6-(2,6-dichlorophenyl)-8-methyl-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one (185039-48-9) → 6-(2,6-dichlorophenyl)-8-methyl-2-(3-methylsulfanylanilino)pyrido[2,3-d]pyrimidin-7-one (260415-63-2)

Guidance literature:

In diethylene glycol dimethyl ether; for 12h; Reflux;

DOI:10.1016/j.bmc.2010.07.021

Reference yield:

(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-methanol (17759-30-7) → 6-(2,6-dichlorophenyl)-8-methyl-2-(3-methylsulfanylanilino)pyrido[2,3-d]pyrimidin-7-one (260415-63-2)

Guidance literature:

Multi-step reaction with 4 steps

1: manganese(IV) oxide / chloroform

2: caesium carbonate / N,N-dimethyl-formamide

3: 3-chloro-benzenecarboperoxoic acid / chloroform

4: Reflux

With manganese(IV) oxide; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.03.077

Reference yield:

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester (5909-24-0) → 6-(2,6-dichlorophenyl)-8-methyl-2-(3-methylsulfanylanilino)pyrido[2,3-d]pyrimidin-7-one (260415-63-2)

Guidance literature:

Multi-step reaction with 6 steps

1: water; tetrahydrofuran

2: lithium aluminium tetrahydride / tetrahydrofuran

3: manganese(IV) oxide / chloroform

4: caesium carbonate / N,N-dimethyl-formamide

5: 3-chloro-benzenecarboperoxoic acid / chloroform

6: Reflux

With manganese(IV) oxide; lithium aluminium tetrahydride; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.03.077

upstream raw materials:

3-methylmercaptoaniline

6-(2,6-dichlorophenyl)-8-methyl-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-methanol

Refernces

• 1、 Kraus, George A.,Gupta, Vinayak,Mokhtarian, Marjan,Mehanovic, Samir,Nilsen-Hamilton, Marit. "New effective inhibitors of the Abelson kinase". experimental part. p. 6316 - 6321. Retrieved 2010/10/03.