2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide

Base Information

• Chemical Name: 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide
• CAS No.: 1022956-26-8
• Molecular Formula: C₁₂H₁₂Cl₂N₄O₂S
• Molecular Weight: 347.225
• Mol file: 1022956-26-8.mol

Synonyms:2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide

Chemical Property of 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide

Chemical Property:

Purity/Quality:

95+% ^*data from raw suppliers

2-(2,5-Dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide

There total 4 articles about 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide 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: 81.2%

→ 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide (1022956-26-8)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 64.0%

2-amino-N,N-dimethyl-benzenesulfonamide (54468-86-9) + 2,4,5-trichloropyrimidine (5750-76-5) → 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide (1022956-26-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; for 12h; Reflux;

DOI:10.1016/j.ejmech.2017.08.035

Reference yield:

2-(N,N-dimethylaminosulfonyl)nitrobenzene (23530-43-0) → 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide (1022956-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal / methanol / 12 h / 25 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 25 °C

With palladium on activated charcoal; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

2-amino-N,N-dimethyl-benzenesulfonamide

2,4,5-trichloropyrimidine

2-Nitrobenzenesulfonyl chloride

2-(N,N-dimethylaminosulfonyl)nitrobenzene

Refernces

• 1、 Marsilje, Thomas H.,Pei, Wei,Chen, Bei,Lu, Wenshuo,Uno, Tetsuo,Jin, Yunho,Jiang, Tao,Kim, Sungjoon,Li, Nanxin,Warmuth, Markus,Sarkisova, Yelena,Sun, Frank,Steffy, Auzon,Pferdekamper, Annemarie C.,Li, Allen G.,Joseph, Sean B.,Kim, Young,Liu, Bo,Tuntland, Tove,Cui, Xiaoming,Gray, Nathanael S.,Steensma, Ruo,Wan, Yongqin,Jiang, Jiqing,Chopiuk, Greg,Li, Jie,Gordon, W. Perry,Richmond, Wendy,Johnson, Kevin,Chang, Jonathan,Groessl, Todd,He, You-Qun,Phimister, Andrew,Aycinena, Alex,Lee, Christian C.,Bursulaya, Badry,Karanewsky, Donald S.,Seidel, H. Martin,Harris, Jennifer L.,Michellys, Pierre-Yves. "Synthesis, structure-activity relationships, and in vivo efficacy of the novel potent and selective anaplastic lymphoma kinase (ALK) inhibitor 5-chloro- N 2-(2-isopropoxy-5-methyl-4-(piperidin-4-yl)phenyl)- N 4-(2-(isopropylsulfonyl) phenyl)pyrimidine-2,4-diamine (LDK378) currently in phase 1 and phase 2 clinical trials". . p. 5675 - 5690. Retrieved 2013.
• 2、 -. "Small molecule inhibitors of leucine-rich repetitive kinase 2 and their applications". Paragraph 0078-0082. . Retrieved 2022/01/07.
• 3、 -. "Compound used as ALK (anaplastic lymphoma kinase) inhibitor and application thereof". Paragraph 0243; 0245; 0250; 0251. . Retrieved 2018/11/04.