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

Base Information

• Chemical Name: 6-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine
• CAS No.: 185039-29-6
• Molecular Formula: C₁₅H₁₂Cl₂N₄S
• Molecular Weight: 351.259
• DSSTox Substance ID: DTXSID10445226
• Wikidata: Q82263580
• Mol file: 185039-29-6.mol

Synonyms:185039-29-6;6-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine;6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-imine;SCHEMBL5760869;DTXSID10445226;AKOS027337946;FT-0666616;F30973;6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine

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

Chemical Property:

• Vapor Pressure: 3.36E-10mmHg at 25°C
• Solubility.: Chloroform, Dichloromethane, DMSO, Methanol
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 350.0159730
• Heavy Atom Count: 22
• Complexity: 463

Purity/Quality:

99% ^*data from raw suppliers

6-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=N)C(=CC2=CN=C(N=C21)SC)C3=C(C=CC=C3Cl)Cl
• Uses: An intermediate in the preparation of antitumor agents and tyrosine kinase inhibitors

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

There total 5 articles about 6-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine 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: 46.0%

2,6-dichlorophenylacetonitrile (3215-64-3) + 4-methylamino-2-methylthiopyrimidine-5-carboxaldehyde (185040-32-8) → 6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]-pyrimidin-7-ylideneamine (185039-29-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 - 105 ℃; for 18h;

DOI:10.1021/jm9802259

Reference yield:

2,6-dichlorophenylacetonitrile (3215-64-3) → 6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]-pyrimidin-7-ylideneamine (185039-29-6)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide; dichloromethane; water; ethyl acetate; Petroleum ether;

Reference yield:

(4-methylamino-2-methylsulfanyl-pyrimidin-5-yl)-methanol (17759-30-7) → 6-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]-pyrimidin-7-ylideneamine (185039-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / MnO₂ / CHCl₃ / 6 h / Ambient temperature

2: 46 percent / K₂CO₃ / dimethylformamide / 18 h / 100 - 105 °C

With manganese(IV) oxide; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm9802259

upstream raw materials:

2,6-dichlorophenylacetonitrile

4-methylamino-2-methylthiopyrimidine-5-carboxaldehyde

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

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

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