753478-33-0

Usage

Uses

Used in Pharmaceutical Applications:
2-AMINO-1-BENZYL-1H-PYRROLE-3-CARBONITRILE is used as a potential drug candidate for the development of new medications due to its unique chemical structure and properties.
Used in Organic Synthesis:
In the field of organic chemistry, 2-AMINO-1-BENZYL-1H-PYRROLE-3-CARBONITRILE is utilized as a building block for synthesizing other complex organic compounds, contributing to the advancement of chemical research and innovation.

InChI:InChI=1/C12H11N3/c13-8-11-6-7-15(12(11)14)9-10-4-2-1-3-5-10/h1-7H,9,14H2

Upstream product

• 54879-88-8 N-benzyl-2,2-dimethoxyethylamine 
• 109-77-3 malononitrile 
• 753478-42-1 1-benzyl-2-benzyloxycarbonylamino-3-cyanopyrrole 
• 100-52-7 benzaldehyde 
• 753478-38-5 1-benzyl-3-cyano-1H-pyrrole-2-carbonyl azide 
• 105788-28-1 1-benzyl-3-cyano-1H-pyrrole-2-carboxylic acid 
• 753478-40-9 1-benzyl-2-methoxycarbonylamino-3-cyanopyrrole 

Downstream Products

• 14052-84-7 7-benzyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 

Relevant academic research and scientific papers

Preparation method of polysubstituted pyrrole compound

The invention discloses a preparation method of a polysubstituted pyrrole compound of 1-benzyl-2-amino-3-cyan pyrrole derivative. Malononitrile, benzaldehyde and aminoacetaldehyde dimethanol are usedas starting raw materials to prepare a target product through reductive amination, loop closing and amino derivatization. The compound has potential bioactivity.

Facile synthesis of 1-substituted 2-amino-3-cyanopyrroles: New synthetic precursors for 5,6-unsubstituted pyrrolo[2,3-d]pyrimidines

(Equation Presented) 1-Benzyl-3-cyanopyrrole-2-carbonyl azide (5) underwent a Curtius rearrangement followed by quenching with alcohols to form the corresponding carbamates (6a-c). The carbamates 6a,b were unblocked to give the desired 2-amino-1-benzyl-3-cyanopyrrole (1a). A more facile procedure was subsequently developed for the synthesis of 1-substituted 2-amino-3- cyanopyrroles. N-Substituted aminoacetaldehyde dimethyl acetals (7a-c) were condensed with malononitrile in the presence of p-toluenesulfonic acid monohydrate to afford the corresponding 1-substituted 2-amino-3-cyanopyrroles (1a-c).