2-(7-Methyl-1H-indol-3-YL)-2-oxoacetyl chloride

Base Information

• Chemical Name: 2-(7-Methyl-1H-indol-3-YL)-2-oxoacetyl chloride
• CAS No.: 59022-69-4
• Molecular Formula: C11H8 Cl N O2
• Molecular Weight: 221.643
• DSSTox Substance ID: DTXSID40485736
• Wikidata: Q82325182
• Mol file: 59022-69-4.mol

Synonyms:59022-69-4;2-(7-METHYL-1H-INDOL-3-YL)-2-OXOACETYL CHLORIDE;DTXSID40485736;A832114;2-(7-methyl-1H-indol-3-yl)-2-oxo-acetyl chloride

Chemical Property of 2-(7-Methyl-1H-indol-3-YL)-2-oxoacetyl chloride

Chemical Property:

• Melting Point: 176-177 °C (decomp)
• Boiling Point: 414.8±37.0 °C(Predicted)
• PKA: 14.59±0.30(Predicted)
• PSA: 49.93000
• Density: 1.401±0.06 g/cm3(Predicted)
• LogP: 2.42440
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.0243562
• Heavy Atom Count: 15
• Complexity: 292

Purity/Quality:

98% ^*data from raw suppliers

1H-INDOLE-3-ACETYLCHLORIDE,7-METHYL-α-OXO-, 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=CN2)C(=O)C(=O)Cl

Technology Process of 2-(7-Methyl-1H-indol-3-YL)-2-oxoacetyl chloride

There total 2 articles about 2-(7-Methyl-1H-indol-3-YL)-2-oxoacetyl chloride 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:

7-methyl-1H-indole (933-67-5,261352-51-6) + oxalyl dichloride (79-37-8) → 2-(7-methyl-1H-indol-3-yl)-2-oxoacetyl chloride (59022-69-4)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1016/S0960-894X(00)00245-6

Reference yield:

→ 2-(7-methyl-1H-indol-3-yl)-2-oxoacetyl chloride (59022-69-4)

Guidance literature:

7-Methylindol, Oxalylchlorid;

DOI:10.1021/jm00229a007

Reference yield:

2-(7-methyl-1H-indol-3-yl)-2-oxoacetyl chloride (59022-69-4) → 7-methyltryptamine (14490-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / 1,4-dioxane / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / Reflux

With lithium aluminium tetrahydride; ammonia; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.bmcl.2014.07.062

upstream raw materials:

7-methyl-1H-indole

oxalyl dichloride

Downstream raw materials:

3-(2-bromo-ethyl)-7-methyl-1H-indole

2-(7-methyl-1H-indol-3-yl)ethan-1-ol

C₂₂H₂₁N₃O₃

C₂₅H₂₉NO₆

Refernces

• 1、 Hu, Yuanyuan,Gao, Anhui,Liao, Honghui,Zhang, Mengmeng,Xu, Gaoya,Gao, Lixin,Xu, Lei,Zhou, Yubo,Gao, Jianrong,Ye, Qing,Li, Jia. "3-(7-Azaindolyl)-4-indolylmaleimides as a novel class of mutant isocitrate dehydrogenase-1 inhibitors: Design, synthesis, and biological evaluation". . . Retrieved 2018/09/06.
• 2、 Ye, Qing,Li, Qiu,Zhou, Yubo,Xu, Lei,Mao, Weili,Gao, Yuanxue,Li, Chenhui,Xu, Yuan,Xu, Yazhou,Liao, Hong,Zhang, Luyong,Gao, Jianrong,Li, Jia,Pang, Tao. "Synthesis and Evaluation of 3-(furo[2,3-b]pyridin-3-yl)-4-(1H-indol-3-yl)-maleimides as Novel GSK-3β Inhibitors and Anti-Ischemic Agents". . p. 746 - 752. Retrieved 2015/03/30.