2-CYANO-N-(4-METHYLPHENYL)ETHANETHIOAMIDE

Base Information

• Chemical Name: 2-CYANO-N-(4-METHYLPHENYL)ETHANETHIOAMIDE
• CAS No.: 6127-18-0
• Molecular Formula: C9H8 Br N
• Molecular Weight: 210.073
• Hs Code.: 2933990090
• Mol file: 6127-18-0.mol

Synonyms:Indole,4-bromo-2-methyl- (7CI,8CI); 4-Bromo-2-methylindole

Chemical Property of 2-CYANO-N-(4-METHYLPHENYL)ETHANETHIOAMIDE

Chemical Property:

• PSA: 15.79000
• LogP: 3.23880
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-2-methyl-1h-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-CYANO-N-(4-METHYLPHENYL)ETHANETHIOAMIDE

There total 7 articles about 2-CYANO-N-(4-METHYLPHENYL)ETHANETHIOAMIDE 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: 84.0%

2-(2-bromophenyl)-3-methyl-2H-azirine (877203-66-2) → 4-bromo-2-methyl-1H-indole (6127-18-0)

Guidance literature:

In o-xylene; at 170 ℃; for 18h;

DOI:10.1021/ja058026j

Reference yield: 71.0%

4-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole (1232861-11-8) → 4-bromo-2-methyl-1H-indole (6127-18-0)

Guidance literature:

With water; sodium hydroxide; In methanol; at 50 ℃; for 6h;

Reference yield:

1-(2-bromophenyl)propane-2-one (21906-31-0) → 4-bromo-2-methyl-1H-indole (6127-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOAc; NH₂OH*HCl / methanol; H₂O / 4 h / 20 °C

2: NEt₃ / tetrahydrofuran / 0.5 h / 20 °C

3: DBU / tetrahydrofuran / 0.5 h / 20 °C

4: 84 percent / o-xylene / 18 h / 170 °C

With hydroxylamine hydrochloride; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; o-xylene; water; 3: Neber reaction;

DOI:10.1021/ja058026j

upstream raw materials:

2-(2-bromophenyl)-3-methyl-2H-azirine

1-(2-bromophenyl)propane-2-one

4-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole

1‐(benzenesulfonyl)‐4‐bromo‐1H‐indole

Downstream raw materials:

benzyl (E)-3-(2-methyl-1H-indol-4-yl)-2-propenoate

methyl 2-methyl-1H-indole-4-carboxylate

1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-2-methyl-1H-indole-4-carboxylic acid

1-(4-(benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)-N,2-dimethyl-1H-indole-4-carboxamide

Refernces

• 1、 Zhou, Han-Jie,Wang, Jinhai,Yao, Bing,Wong, Steve,Djakovic, Stevan,Kumar, Brajesh,Rice, Julie,Valle, Eduardo,Soriano, Ferdie,Menon, Mary-Kamala,Madriaga, Antonett,Kiss Von Soly, Szerenke,Kumar, Abhinav,Parlati, Francesco,Yakes, F. Michael,Shawver, Laura,Le Moigne, Ronan,Anderson, Daniel J.,Rolfe, Mark,Wustrow, David. "Discovery of a First-in-Class, Potent, Selective, and Orally Bioavailable Inhibitor of the p97 AAA ATPase (CB-5083)". . p. 9480 - 9497. Retrieved 2016/01/12.
• 2、 -. "SERINE/THREONINE PAK1 INHIBITORS". Page/Page column 110. . Retrieved 2013/03/26.