4-CHLORO-6-MORPHOLINO-2-PYRIMIDINYL METHYL SULFIDE

Base Information

• Chemical Name: 4-CHLORO-6-MORPHOLINO-2-PYRIMIDINYL METHYL SULFIDE
• CAS No.: 339016-21-6
• Molecular Formula: C9H12ClN3OS
• Molecular Weight: 245.733
• Mol file: 339016-21-6.mol

Synonyms:4-Chloro-6-morpholino-2-pyrimidinyl methyl sulfide;

Chemical Property of 4-CHLORO-6-MORPHOLINO-2-PYRIMIDINYL METHYL SULFIDE

Chemical Property:

• Boiling Point: 413.8 °C at 760 mmHg
• Flash Point: 204.1 °C
• PSA: 63.55000
• Density: 1.38 g/cm³
• LogP: 1.75350

Purity/Quality:

99% ^*data from raw suppliers

4-[6-CHLORO-2-(METHYLSULFANYL)-4-PYRIMIDINYL]MORPHOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLORO-6-MORPHOLINO-2-PYRIMIDINYL METHYL SULFIDE

There total 1 articles about 4-CHLORO-6-MORPHOLINO-2-PYRIMIDINYL METHYL SULFIDE 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: 98.0%

morpholine (110-91-8,99108-56-2) + 4,6-Dichloro-2-(methylthio)pyrimidine (6299-25-8) → 4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]morpholine (339016-21-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 ℃; for 18h;

Reference yield: 65.0%

5(3)-3-tolyl-1H-pyrazole + 4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]morpholine (339016-21-6) → C19H21N5OS

Guidance literature:

With caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 20h;

Reference yield: 60.4%

4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]morpholine (339016-21-6) + N-(6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-3-(trifluoromethyl)-benzamide → N-(4-methyl-3-(2-(methylthio)-6-morpholinopyrimidin-4-yl)phenyl)-3-(trifluoromethyl)benzamide

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; water; at 120 ℃; Microwave irradiation;

DOI:10.1021/acs.jmedchem.9b00161

upstream raw materials:

morpholine

4,6-Dichloro-2-(methylthio)pyrimidine

Downstream raw materials:

[2-(3-chloro-phenyl)-ethyl]-[4-(6-fluoro-1H-indol-4-yl)-6-morpholin-4-yl-pyrimidin-2-yl]-amine

Refernces

• 1、 -. "PIKFYVE KINASE INHIBITORS". Page/Page column 183. . Retrieved 2021/08/20.
• 2、 Ramurthy, Savithri,Taft, Benjamin R.,Aversa, Robert J.,Barsanti, Paul A.,Burger, Matthew T.,Lou, Yan,Nishiguchi, Gisele A.,Rico, Alice,Setti, Lina,Smith, Aaron,Subramanian, Sharadha,Tamez, Victoriano,Tanner, Huw,Wan, Lifeng,Hu, Cheng,Appleton, Brent A.,Mamo, Mulugeta,Tandeske, Laura,Tellew, John E.,Huang, Shenlin,Yue, Qin,Chaudhary, Apurva,Tian, Hung,Iyer, Raman,Hassan, A. Quamrul,Mathews Griner, Lesley A.,La Bonte, Laura R.,Cooke, Vesselina G.,Van Abbema, Anne,Merritt, Hanne,Gampa, Kalyani,Feng, Fei,Yuan, Jing,Mishina, Yuji,Wang, Yingyun,Haling, Jacob R.,Vaziri, Sepideh,Hekmat-Nejad, Mohammad,Polyakov, Valery,Zang, Richard,Sethuraman, Vijay,Amiri, Payman,Singh, Mallika,Sellers, William R.,Lees, Emma,Shao, Wenlin,Dillon, Michael P.,Stuart, Darrin D.. "Design and Discovery of N-(3-(2-(2-Hydroxyethoxy)-6-morpholinopyridin-4-yl)-4-methylphenyl)-2-(trifluoromethyl)isonicotinamide, a Selective, Efficacious, and Well-Tolerated RAF Inhibitor Targeting RAS Mutant Cancers: The Path to the Clinic". . p. 2013 - 2027. Retrieved 2019/06/04.