1H-Pyrrole-2-carbonitrile,1-ethyl-(9CI)

Base Information

• Chemical Name: 1H-Pyrrole-2-carbonitrile,1-ethyl-(9CI)
• CAS No.: 101001-59-6
• Molecular Formula: C₇H₈N₂
• Molecular Weight: 120.154
• Mol file: 101001-59-6.mol

Synonyms:1-Ethylpyrrole-2-carbonitrile

Chemical Property of 1H-Pyrrole-2-carbonitrile,1-ethyl-(9CI)

Chemical Property:

• Boiling Point: 71-74 °C(Press: 6 Torr)
• PKA: -9.27±0.70(Predicted)
• PSA: 0.00000
• Density: 0.97±0.1 g/cm3(Predicted)
• LogP: 0.00000

Purity/Quality:

98%min ^*data from raw suppliers

1-Ethyl-1H-pyrrole-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole-2-carbonitrile,1-ethyl-(9CI)

There total 2 articles about 1H-Pyrrole-2-carbonitrile,1-ethyl-(9CI) 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: 73.0%

N-ethyl pyrrole-2-carboxylic acid (4778-76-1) → 1-ethyl-1H-pyrrole-2-carbonitrile (101001-59-6)

Guidance literature:

With hydroxylamine hydrochloride; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 2h;

DOI:10.1021/acs.jmedchem.8b01147

Reference yield: 53.6%

1-ethyl-1H-pyrrole (617-92-5) + isocyanate de chlorosulfonyle (1189-71-5) → 1-ethyl-1H-pyrrole-2-carbonitrile (101001-59-6)

Guidance literature:

1-ethyl-1H-pyrrole; isocyanate de chlorosulfonyle; In acetonitrile; at -10 - 0 ℃; for 0.5h; Inert atmosphere;

With triethylamine; N,N-dimethyl-formamide; In acetonitrile; at 0 - 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00373

Reference yield:

1-ethyl-1H-pyrrole-2-carbonitrile (101001-59-6) → 4-amino-1-ethyl-1H-pyrrole-2-carbonitrile

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / acetic anhydride / 1 h / 0 °C

2: palladium 10% on activated carbon; hydrogen; hydrogenchloride / 1,4-dioxane; ethanol / 1.5 h / 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; nitric acid; In 1,4-dioxane; ethanol; acetic anhydride;

DOI:10.1021/acs.jmedchem.8b01147

upstream raw materials:

1-ethyl-1H-pyrrole

isocyanate de chlorosulfonyle

N-ethyl pyrrole-2-carboxylic acid

Refernces

• 1、 Unwalla, Ray,Mousseau, James J.,Fadeyi, Olugbeminiyi O.,Choi, Chulho,Parris, Kevin,Hu, Baihua,Kenney, Thomas,Chippari, Susan,McNally, Christopher,Vishwanathan, Karthick,Kilbourne, Edward,Thompson, Catherine,Nagpal, Sunil,Wrobel, Jay,Yudt, Matthew,Morris, Carl A.,Powell, Dennis,Gilbert, Adam M.,Chekler, Eugene L. Piatnitski. "Structure-Based Approach to Identify 5-[4-Hydroxyphenyl]pyrrole-2-carbonitrile Derivatives as Potent and Tissue Selective Androgen Receptor Modulators". supporting information. p. 6451 - 6457. Retrieved 2017/08/02.