590424-04-7

Basic information

• Product Name: 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
• Synonyms: 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester;tert-butyl 4-((2-(diethylaMino)ethyl)carbaMoyl)-3,5-diMethyl-1H-pyrrole-2-carboxylate;tert-butyl 4-[[[2-(diethylaMino)ethyl]aMino]carbonyl]-3,5-diMethyl-1H-pyrrole-2-carboxylate;4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid 1,1-dimethylethyl ester
• CAS NO: 590424-04-7
• Molecular Formula: C₁₈H₃₁N₃O₃
• Molecular Weight: 337.45704
• Mol File: 590424-04-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 437.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.061±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.98±0.50(Predicted)
• CAS DataBase Reference: 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester(590424-04-7)
• EPA Substance Registry System: 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester(590424-04-7)

Safety Data

• Hazardous Substances Data: 590424-04-7(Hazardous Substances Data)

Usage

General Description

The chemical "4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester" is a complex compound that contains several functional groups. It has a pyrrole ring with three substituents: a carbonyl group, a dimethyl group, and an ethylamino group. Additionally, it has a tert-butyl ester group attached to the carboxylic acid group. 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester has potential applications in pharmaceuticals and organic synthesis due to its unique structure and potential for chemical reactions and interactions. Further study and analysis of this chemical may uncover its potential uses and properties in various industries.

Upstream product

• 100-36-7 N,N-diethylethylenediamine 
• 1694-31-1 tert-butyl acetoacetate 
• 14352-65-9 t-butyl 2-hydroxyimino-3-oxobutanoate 
• 590424-03-6 N-[2-(diethylamino)ethyl]-3-oxobutanamide 

Downstream Products

• 356068-86-5 N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 
• 341031-54-7 sunitinib malate 
• 557795-19-4 sunitinib 
• 590424-05-8 N-[2-(diethylamino)ethyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide 

Relevant articles and documents

High-purity L-sunitinib malate preparation method

The present invention discloses a high-purity L-sunitinib malate preparation method, which comprises the following reaction route defined in the specification, wherein the step a comprises that a B5 compound and 5-fluoroindol-2-one are subjected to an Aldol condensation reaction to obtain a sunitinib free base (B6 compound), the step b comprises that the B6 compound and L-malic acid are subjected to a salt forming reaction to obtain the L-sunitinib malate, and the step a and the step b are performed in a dark place. According to the present invention, the HPLC purity of the prepared L-sunitinib malate can achieve more than 99.8%, the single impurity content can be controlled at less than 0.1%, and the quality difficulty of the application of the L-sunitinib malate in the preparation is effectively solved.

Method of synthesizing indolinone compounds

Disclosed are methods of preparing pyrrole compounds of formula 14 and indolinone compounds of formula 1 via a synthetic route wherein the amide sidechain on the pyrrole moiety is attached prior to pyrrole formation. The compounds 14 produced by the methods herein are useful in the synthesis of compounds of formula 1, which are useful in the treatment of abnormal cell growth, such as cancer.

Early amidation approach to 3-[(4-amido)pyrrol-2-yl]-2-indolinones

A new synthesis of 3-[(4-amido)pyrrol-2-yl]-2-indolinones has been developed, where the amide side chain was installed prior to pyrrole formation. This strategy precludes the need to use any coupling reagents to install the amide side chain. This process includes a zinc-free alternative to the Knorr pyrrole synthesis.