5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

Base Information

• Chemical Name: 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile
• CAS No.: 1240948-77-9
• Molecular Formula: C11H7FN2
• Molecular Weight: 186.188
• Hs Code.: 2933998090
• Mol file: 1240948-77-9.mol

Synonyms:5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile;1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-;TAK-438( Vonoprazan fumarate) intermediate 2

Chemical Property of 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

Chemical Property:

• Boiling Point: 364.7±32.0 °C(Predicted)
• PKA: 13.87±0.50(Predicted)
• PSA: 39.58000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 2.69248
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.9% ^*data from raw suppliers

5-?(2-Fluorophenyl)?-?1H-?pyrrole-?3-?carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-?(2-Fluorophenyl)?-?1H-?pyrrole-?3-?carbonitrile is an impurity of Vonoprazan (V767010) a novel potassium-?competitive acid blocker for the treatment of acid-?related diseases.

Technology Process of 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

There total 8 articles about 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 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: 98.0%

2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-72-4) → 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-77-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

Reference yield: 97.0%

2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile (312307-38-3) → 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-77-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; In 1,4-dioxane; at 80 ℃; for 12h; Solvent; Reagent/catalyst; Temperature; Catalytic behavior; Green chemistry;

DOI:10.1002/cctc.201900154

Reference yield: 85.0%

2,2'-disulfanediylbis[5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile] (1240948-83-7) → 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-77-9)

Guidance literature:

With morpholine; Raney-nickel; In N,N-dimethyl acetamide; at 105 ℃; for 5.5h; Inert atmosphere;

upstream raw materials:

2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile

S-{3-cyano-5-(2-fluorophenyl)-1H-pyrrol-2-yl}benzenecarbothioate

2,2'-disulfanediylbis[5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile]

Downstream raw materials:

1-[5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrole-3-yl]-N-methylmethylamine fumaric acid salt

5‐(2-fluorophenyl)‐1‐(pyridine-3-sulfonyl)-1H-pyrrole-3-carbaldehyde

5-(2-fluorophenyl)-1H-pyrrole-3-carboxaldehyde

5-(2-fluorophenyl)-1-(pyridin-3-yl-sulfonyl)-1H-pyrrole-3-carbonitrile

Refernces

• 1、 -. "Synthesis method of 5-(2-fluorophenyl)-1H-pyrrole-3-formaldehyde". Paragraph 0023; 0025; 0033-0034. . Retrieved 2021/01/20.
• 2、 Chen, Jianchao,Li, Chengtao,Zhou, Yanan,Sun, Changshan,Sun, Tiemin. "An Efficient, Scalable and Eco-friendly Synthesis of 4,5-substituted Pyrrole-3-Carbonitriles by Intramolecular Annulation on Pd/C and HZSM-5". . p. 1943 - 1948. Retrieved 2019/03/26.