1807642-39-2

Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)is used as an impurity in Vonoprazan for the treatment of acid-related diseases. Vonoprazan is a novel potassium-competitive acid blocker that helps regulate stomach acid levels, providing relief from symptoms associated with acid-related conditions.

Upstream product

• 16133-25-8 Pyridine-3-sulfonyl chloride 
• 1240948-77-9 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 
• 312307-38-3 2-[2-(2-fluorophenyl)-2-oxoethyl]propanedinitrile 
• 1240948-72-4 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 
• 655-15-2 2-bromo-2'-fluoroacetophenone 

Downstream Products

• 881677-11-8 5‐(2-fluorophenyl)‐1‐(pyridine-3-sulfonyl)-1H-pyrrole-3-carbaldehyde 
• 1883595-37-6 5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carboxylic acid 
• 1883595-39-8 C₁₇H₁₄FN₃O₃S 

Relevant academic research and scientific papers

Identification, characterization, synthesis of major metabolites biotransformed from vonoprazan fumarate

A first synthetic research concerning four observed metabolites and their deuterium-labeled analogues of reflux esophagitis drug vonoprazan fumarate is reported. Among which the synthetic methods of three metabolites M ? I, M-III, M-IV-Sul, and four stable isotop labeled analogues M-I-d4, M-II-d4, M-III-d4, M-IV-Sul-d4 have not yet been reported before. The structures of these compounds were elucidated on the basis of MS and NMR spectroscopy.

An Efficient, Scalable and Eco-friendly Synthesis of 4,5-substituted Pyrrole-3-Carbonitriles by Intramolecular Annulation on Pd/C and HZSM-5

An efficient and eco-friendly protocol for the synthesis of diverse 4,5-substituted 1H-pyrrole-3-carbonitriles has been developed using commercially available HZSM-5 and Pd/C as recyclable heterogeneous catalysts with more excellent yields (up to 98 %) than traditional liquids acids, and successfully applied in the practical synthesis of vonoprazan. The conspicuous features of this protocol are higher product yield, easy work-up, eco-friendly and reusability of catalysts.

Preparation method of vonoprazan fumarate

The invention relates to a preparation method of vonoprazan fumarate, belonging to the technical field of preparation of a raw material medicine. The preparation method of the vonoprazan fumarate comprises the following steps: 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile is used as a starting material to react with pyridine-3-sulfonyl chloride to form 5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrole-3-nitrile; the 5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrole-3-nitrile is reduced to prepare 5-(2-fluorophenyl)-1-(pyridine-3-sulfonyl)-1H-pyrrole-3-formaldehyde; then vonoprazan is prepared; and then a salt formation step is used to prepare the vonoprazan fumarate. The preparation method is suitable for industrial production.

The preparation method of the fumaric acid fertile norah approves

The invention relates to the field of drug preparation researches, and especially relates to a preparation method of 1-[5-(2-fluorophenyl)-1-(pyridyl-3-ylsulfonyl)-1H-pyrryl-3-yl]-N-methyl methylamine fumarate (represented by formula I) and an intermediate thereof. The method is characterized in that the above compound represented by formula (I) is prepared through nitrogen monomethylation and salt formation with a compound represented by formula (V) as an important intermediate. The structural formula of the compound represented by formula (V) is shown in the specification, and the structural formula of the compound represented by formula (I) is also shown in the specification.