3-(2-chloropyriMidin-4-yl)-1-Methylindole

Base Information

• Chemical Name: 3-(2-chloropyriMidin-4-yl)-1-Methylindole
• CAS No.: 1032452-86-0
• Molecular Formula: C13H10ClN3
• Molecular Weight: 243.695
• Mol file: 1032452-86-0.mol

Synonyms:3-(2-chloropyriMidin-4-yl)-1-Methylindole;3-(2-chloropyriMidin-4-yl)-1-Methyl-1H-indole;3-(2-Chloro-4-pyrimidinyl)-1-methyl-1H-indole;elagolix intermediate 11

Chemical Property of 3-(2-chloropyriMidin-4-yl)-1-Methylindole

Chemical Property:

• Boiling Point: 486.3±28.0 °C(Predicted)
• PKA: -0.89±0.31(Predicted)
• PSA: 30.71000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 3.28870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.0%, High purity. ^*data from raw suppliers

3-(2-Chloropyrimidin-4-yl)-1-methylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-chloropyriMidin-4-yl)-1-Methylindole

There total 9 articles about 3-(2-chloropyriMidin-4-yl)-1-Methylindole 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: 96.0%

3-(2-chloro-pyrimidin-4-yl)-1H-indole (945016-63-7) + methyl iodide (74-88-4) → 2-chloro-4-(1'-methyl-1H-indol-3-yl)pyrimidine (1032452-86-0)

Guidance literature:

3-(2-chloro-pyrimidin-4-yl)-1H-indole; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 ℃; for 3h;

Reference yield: 93.0%

2,6-Dichloropyrimidine (3934-20-1) + 1-methylindole (603-76-9) → 2-chloro-4-(1'-methyl-1H-indol-3-yl)pyrimidine (1032452-86-0)

Guidance literature:

With aluminum (III) chloride; In N,N-dimethyl acetamide; at 80 ℃; for 2h;

Reference yield: 86.4%

3-(2-chloro-pyrimidin-4-yl)-1H-indole (945016-63-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2-chloro-4-(1'-methyl-1H-indol-3-yl)pyrimidine (1032452-86-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h; under 1500.15 Torr; Autoclave;

upstream raw materials:

3-(2-chloro-pyrimidin-4-yl)-1H-indole

methyl iodide

indole

2,6-Dichloropyrimidine

Downstream raw materials:

trans-4-[4-(1-methyl-1H-indol-3-yl)-pyrimidin-2-ylamino]-cyclohexanol

N-(4-bromo-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine

N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indole-3-yl)-pyrimidine-2-amine

C₂₉H₃₀N₆O₂

Refernces

• 1、 Strekowski, Lucjan,Saczewski, Jaros?aw,Raux, Elizabeth A.,Fernando, Nilmi T.,Klenc, Jeff,Paranjpe, Shirish,Raszkiewicz, Aldona,Blake, Ava L.,Ehalt, Adam J.,Barnes, Samuel,Baranowski, Timothy C.,Sullivan, Shannon M.,Sata?a, Grzegorz,Bojarski, Andrzej J.. "Synthesis and structure-activity relationship analysis of 5-HT7 receptor antagonists: Piperazin-1-yl substituted unfused heterobiaryls". . . Retrieved 2016.
• 2、 Huang, Jianhang,Wang, Xinren,Dong, Ruinan,Liu, Xiaoyue,Li, Hongmei,Zhang, Tianyi,Xu, Junyu,Liu, Chenhe,Zhang, Yanmin,Hou, Shaohua,Tang, Weifang,Lu, Tao,Chen, Yadong. "Discovery of N-(4-(3-isopropyl-2-methyl-2 H-indazol-5-yl)pyrimidin-2-yl)-4-(4-methylpiperazin-1-yl)quinazolin-7-amine as a Novel, Potent, and Oral Cyclin-Dependent Kinase Inhibitor against Haematological Malignancies". . p. 12548 - 12571. Retrieved 2021.
• 3、 Chen, Ye,Ding, Shi,Dong, Xiaoyong,Duan, Wenwen,Gao, Ziye,Ji, Jingchao,Li, Min,Liu, Fang,Liu, Ju,Shen, Jiwei,Song, Wenshan,Wu, Shuang,Zhang, Mingjuan,Zheng, Xiangshan. "Design, synthesis and biological evaluation of novel N-(3-amino-4-methoxyphenyl)acrylamide derivatives as selective EGFRL858R/T790M kinase inhibitors". . . Retrieved 2021/11/20.
• 4、 Bouffard, Elise,Cravatt, Benjamin,Dix, Melissa M.,Wong, Chi-Huey,Zaro, Balyn W.. "Refinement of covalent EGFR inhibitor AZD9291 to eliminate off-target activity". supporting information. . Retrieved 2021/05/29.