1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester
• CAS No.: 380626-46-0
• Molecular Formula: C17H20N2O2
• Molecular Weight: 284.35
• Hs Code.: 2933990090
• Mol file: 380626-46-0.mol

Synonyms:1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester;

Chemical Property of 1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester

Chemical Property:

• Vapor Pressure: 2.47E-07mmHg at 25°C
• Boiling Point: 422.1 °C at 760 mmHg
• Flash Point: 209.1 °C
• PSA: 55.02000
• Density: 1.06 g/cm³
• LogP: 4.22568
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl3-(2-cyanopropan-2-yl)-1H-indole-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester

There total 3 articles about 1H-Indole-1-carboxylic acid, 3-(1-cyano-1-methylethyl)-, 1,1-dimethylethyl ester 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: 71.7%

methyl iodide (74-88-4) → 3-(2-cyanopropane-2-yl)-1H-indol-1-carboxylic acid tert-butyl ester (380626-46-0)

Guidance literature:

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester; With sodium hydroxide; In N,N-dimethyl acetamide; water; at 0 ℃; for 0.166667h;

methyl iodide; In N,N-dimethyl acetamide; water; at 0 - 20 ℃; for 16h;

Reference yield: 58.0%

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester (218772-62-4) + methyl iodide (74-88-4) → 3-(2-cyanopropane-2-yl)-1H-indol-1-carboxylic acid tert-butyl ester (380626-46-0)

Guidance literature:

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester; With sodium hydroxide; In N,N-dimethyl acetamide; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl acetamide; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield: 31.0%

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester (218772-62-4) + methyl iodide (74-88-4) → 3-(2-cyanopropane-2-yl)-1H-indol-1-carboxylic acid tert-butyl ester (380626-46-0) + 2-(1-tert-butoxycarbonyl-indol-3-yl)propionitrile (629662-14-2)

Guidance literature:

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; at 0 - 20 ℃; for 1h;

methyl iodide; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 1h;

upstream raw materials:

3-(cyanomethyl)-1H-indol-1-carboxylic acid tert-butyl ester

methyl iodide

Downstream raw materials:

2-(1H-indol-3-yl)-2-methylpropane-1-amine

3-(2-amino-1,1-dimethylethyl)-indole-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "Substituted heterocyclic compound and its application on the medicament". Paragraph 0209; 0210; 0211; 0212. . Retrieved 2016/10/09.
• 2、 Flatt, Brenton,Martin, Richard,Wang, Tie-Lin,Mahaney, Paige,Murphy, Brett,Gu, Xiao-Hui,Foster, Paul,Li, Jiali,Pircher, Parinaz,Petrowski, Mary,Schulman, Ira,Westin, Stefan,Wrobel, Jay,Yan, Grace,Bischoff, Eric,Daige, Chris,Mohan, Raju. "Discovery of XL335 (WAY-362450), a highly potent, selective, and orally active agonist of the farnesoid X receptor (FXR)". supporting information; experimental part. p. 904 - 907. Retrieved 2009/12/24.