1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-

Base Information

• Chemical Name: 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-
• CAS No.: 1807642-39-2
• Molecular Formula: C16H10FN3O2S
• Molecular Weight: 327.33
• Mol file: 1807642-39-2.mol

Synonyms:1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-

Chemical Property of 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-

Chemical Property:

• Boiling Point: 558.9±60.0 °C(Predicted)
• PKA: -0.53±0.11(Predicted)
• PSA: 84.13000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 3.87868

Purity/Quality:

99.0% Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)-

There total 5 articles about 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)- 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: 91.5%

Pyridine-3-sulfonyl chloride (16133-25-8) + 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-77-9) → 5-(2-fluorophenyl)-1-(pyridin-3-yl-sulfonyl)-1H-pyrrole-3-carbonitrile (1807642-39-2)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 10 - 30 ℃; for 3h;

Reference yield: 58.3%

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (1240948-77-9) + pyridine-3-sulfonyl → 5-(2-fluorophenyl)-1-(pyridin-3-yl-sulfonyl)-1H-pyrrole-3-carbonitrile (1807642-39-2)

Guidance literature:

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile; With tetraethylammonium bromide; sodium hydride; In tetrahydrofuran; water; at 0 ℃; for 1h;

pyridine-3-sulfonyl; In tetrahydrofuran; water; for 3h;

DOI:10.1016/j.tet.2022.132669

Reference yield:

2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile (312307-38-3) → 5-(2-fluorophenyl)-1-(pyridin-3-yl-sulfonyl)-1H-pyrrole-3-carbonitrile (1807642-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal; hydrogen / 1,4-dioxane / 12 h / 80 °C / Green chemistry

2: N-ethyl-N,N-diisopropylamine; dmap

With dmap; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane;

DOI:10.1002/cctc.201900154

upstream raw materials:

Pyridine-3-sulfonyl chloride

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

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

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

Downstream raw materials:

5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carboxylic acid

C₁₇H₁₄FN₃O₃S

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