1H-INDOLE-3-CARBOXYLIC ACID, 1,7-DIMETHYL-

Base Information

• Chemical Name: 1H-INDOLE-3-CARBOXYLIC ACID, 1,7-DIMETHYL-
• CAS No.: 125818-11-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21100
• Mol file: 125818-11-3.mol

Synonyms:1,7-dimethylindole-3-carboxylic acid;1H-INDOLE-3-CARBOXYLIC ACID,1,7-DIMETHYL-;

Chemical Property of 1H-INDOLE-3-CARBOXYLIC ACID, 1,7-DIMETHYL-

Chemical Property:

• Boiling Point: 399.1±22.0 °C(Predicted)
• PKA: 4.13±0.10(Predicted)
• PSA: 42.23000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.18490

Purity/Quality:

99% ^*data from raw suppliers

1H-INDOLE-3-CARBOXYLICACID,1,7-DIMETHYL- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDOLE-3-CARBOXYLIC ACID, 1,7-DIMETHYL-

There total 6 articles about 1H-INDOLE-3-CARBOXYLIC ACID, 1,7-DIMETHYL- 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: 97.0%

7-methyl-1H-indole-3-carboxylic acid (30448-16-9) + methyl iodide (74-88-4) → 1,7-dimethyl-1H-indole-3-carboxylic acid (125818-11-3)

Guidance literature:

With potassium hydroxide; In acetone; Ambient temperature;

DOI:10.1021/jm00105a021

Reference yield:

7-methyl-1H-indole (933-67-5,261352-51-6) → 1,7-dimethyl-1H-indole-3-carboxylic acid (125818-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoroacetic anhydride, 2.) 20percent aq. NaOH / 1.) 0 deg C, 3 h, 2.) reflux, overnight

2: 97 percent / potassium hydroxide / acetone / Ambient temperature

With potassium hydroxide; sodium hydroxide; trifluoroacetic anhydride; In acetone;

DOI:10.1021/jm00105a021

Reference yield:

methyl 7-methyl-1H-indole-3-carboxylate (773134-49-9) → 1,7-dimethyl-1H-indole-3-carboxylic acid (125818-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: methanol; sodium hydroxide / Reflux

With methanol; potassium carbonate; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.11.008

upstream raw materials:

7-methyl-1H-indole-3-carboxylic acid

methyl iodide

7-methyl-1H-indole

methyl 7-methyl-1H-indole-3-carboxylate

Refernces

• 1、 Chen, Xuebing,Sun, Peng,Xu, Jinyi,Wu, Xiaoming,Kong, Lingyi,Yao, Hequan,Lin, Aijun. "Construction of indoloquinolinones via Pd(II)-catalyzed tandem CC/CN bond formation: Application to the total synthesis of isocryptolepine". . p. 7114 - 7117. Retrieved 2015/01/08.
• 2、 -. "Physiologically active 1,2,4,-oxa- and thiadiazoles". . . Retrieved 2008/06/13.