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

Base Information

• Chemical Name: 2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile
• CAS No.: 312307-38-3
• Molecular Formula: C11H7FN2O
• Molecular Weight: 202.188
• Mol file: 312307-38-3.mol

Synonyms:2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile;2-Malononitrilyl- 1-(2-fluorophenyl)ethanone;Propanedinitrile,2-[2-(2-fluorophenyl)-2-oxoethyl]-;TAK-438( Vonoprazan fumarate) intermediate 1;2-(2-(2-fluorophenyl)-2-oxoethyl)malononitrile

Chemical Property of 2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile

Chemical Property:

• Boiling Point: 399.8±37.0 °C(Predicted)
• PSA: 64.65000
• Density: 1.249±0.06 g/cm3(Predicted)
• LogP: 2.06186
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-(2-(2-Fluorophenyl)-2-oxoethyl)malononitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: [2-(2-Fluorophenyl)-2-oxoethyl]-propanedinitrile (Vonoprazan Impurity 32) is an impurity of Vonoprazan, a potassium-competitive acid blocker (P-CAB) that suppresses gastric acid secretion.

Technology Process of 2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile

There total 2 articles about 2-[2-(2-Fluorophenyl)-2-oxoethyl]propanedinitrile 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: 80.5%

2'-Fluoroacetophenone (445-27-2) + malononitrile (109-77-3) → 2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile (312307-38-3)

Guidance literature:

2'-Fluoroacetophenone; With hydrogen bromide; dihydrogen peroxide; ethyl acetate; In water; at 25 ℃; for 3h;

malononitrile; With triethylamine; at 0 - 5 ℃; for 1.5h; Temperature;

Reference yield:

2'-Fluoroacetophenone (445-27-2) → 2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile (312307-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(I) bromide / ethyl acetate / 80 °C

2: potassium hydroxide / ethanol; water / 2 h / 20 °C

With potassium hydroxide; copper(I) bromide; In ethanol; water; ethyl acetate;

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

upstream raw materials:

2'-Fluoroacetophenone

malononitrile

Downstream raw materials:

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

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