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

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

Uses

Used in Pharmaceutical Industry:
4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure allows for the development of new compounds with potential therapeutic properties, such as antimicrobial, antiviral, or anticancer agents.
Used in Organic Synthesis:
In the field of organic synthesis, 4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester serves as a versatile building block for the creation of more complex molecules. Its functional groups can be further modified or used as starting points for the synthesis of novel organic compounds with potential applications in various industries.
Used in Chemical Research:
4-[[[2-(Diethylamino)ethyl]amino]carbonyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester is utilized in chemical research to study its reactivity, stability, and potential interactions with other molecules. This research can lead to a better understanding of its properties and uncover new applications in various fields, such as materials science or environmental chemistry.

Upstream product

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

Downstream Products

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

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.

PROCESS FOR THE PREPARATION OF N-[2-DIETHYLAMINO)ETHYL]-5-[(5-FLUORO-1,2-DIHYDRO-2-OXO-3H-INDOL-3-YLIDENE)METHYL]-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE

The present invention relates to processes for the preparation of N-[2-(Diethylamino) ethyl]-5-[ (5-fluoro-1, 2 -dihydro-2-oxo-3H-indol-3-ylidene) methyl] -2, 4-dimethyl-I H-pyrrole- 3 -carboxamide of formula (VI).

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.

Synthesis of [18F]SU11248, a new potential PET tracer for imaging cancer tyrosine kinase

N-[2-(Diethylamino)ethyl]-5-[(Z)-(5-[18F]fluoro-2-oxo-1, 2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide, a new potential positron emission tomography tracer for imaging cancer tyrosine kinase, has been prepared by the nucleophilic substitution of the nitro-precursor N-[2-(diethylamino)ethyl]-5-[(Z)-(5-nitro-2-oxo-1,2-dihydro-3H- indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide with K 18F/Kryptofix 2.2.2 followed by a simple chromatography methodology combined solid-phase extraction with high-performance liquid chromatography purification procedures in 15-25% radiochemical yields.

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.