119825-27-3

Basic information

• Product Name: ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE
• Synonyms: ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE;6-(ForMylaMino)-5-Methoxy-1H-indole-2-carboxylic Acid Ethyl Ester
• CAS NO: 119825-27-3
• Molecular Formula: C13H14N2O4
• Molecular Weight: 262.26126
• Product Categories: Aromatics Compounds;Aromatics;Indole Derivatives;Aromatics, Indole Derivatives
• Mol File: 119825-27-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Ethanol, Methanol
• CAS DataBase Reference: ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE(119825-27-3)
• EPA Substance Registry System: ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE(119825-27-3)

Safety Data

• Hazardous Substances Data: 119825-27-3(Hazardous Substances Data)

Usage

Description

ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE, with the CAS number 119825-27-3, is an off-white solid compound that is primarily utilized in the field of organic synthesis. Its unique chemical structure and properties make it a valuable component in the creation of various organic compounds.

Uses

Used in Organic Synthesis:
ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE is used as a key intermediate for the synthesis of various organic compounds. Its chemical properties allow it to be a versatile building block in the development of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE is used as a starting material for the development of new drugs. Its unique structure can be modified and combined with other molecules to create potential therapeutic agents for various medical conditions.
Used in Chemical Research:
ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE is also used in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methods. Its reactivity and structural features make it an ideal candidate for exploring novel chemical transformations and understanding the underlying principles of organic chemistry.
Used in Material Science:
In the field of material science, ETHYL 6-FORMYLAMINO-5-METHOXYINDOLE-2-CARBOXYLATE can be used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity.

Upstream product

• 119825-26-2 C₁₃H₁₄⁽²⁾H₃N₃O₄ 
• 107575-59-7 ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone 
• 78939-34-1 N-(5-amino-2-methoxylphenyl)formamide 
• 149686-06-6 N-(2-methoxyl-5-nitrophenyl)formamide 
• 99-59-2 3-amino-4-methoxynitrobenzene 

Downstream Products

• 133706-80-6 5-Methoxy-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester 
• 80721-47-7 4,5-Dihydro-4,5-dioxo-1H-pyrrolo<2,3-f>chinolin-2,7,9-tricarbonsaeure-(2-ethyl)(7,9-dimethyl)ester 
• 72909-34-3 pyrroloquinoline quinone 
• 107575-60-0 6-amino-5-methoxy-2-ethoxycarbonylindole 

Relevant articles and documents

Pyrroloquinoline quinone synthetic method

The invention discloses a synthetic method of pyrroloquinoline quinone. The synthetic method comprises the following steps: carrying out alkali treatment on 2-methoxy-5-nitroaniline hydrochloride as a raw material, so as to obtain a compound 1; carrying out formylation on the compound 1 under a catalysis condition of an ionic liquid, so as to obtain a compound 2; adopting sodium borohydride to reduce the compound 2 to obtain a compound 3; carrying out diazotization on the compound 3, and then enabling action between the diazotized compound 3 and HBF4 to obtain a compound 4; enabling reaction of the compound 4 and 2-methylethyl acetoacetate to obtain a compound 5; treating the compound 5 with formic acid to obtain a compound 6; carrying out amid catalysis and exchange with the ionic liquid on the compound 6 to obtain a compound 7; enabling reaction of the compound 7 and 2-oxodimethyl glutaconate to obtain a compound 8; feeding hydrogen chloride to the compound 8 under the action of Cu(OAc)2*2H2O to obtain a compound 9; carrying out basic hydrolysis on the compound 9 to obtain a compound 10. The synthetic method disclosed by the invention is cheap and accessible in raw materials, stable, high in reaction yield, quick in reaction, and easy for product separation, and is environment-friendly as the catalyst can be recycled.

Preparation of PQQ in the kg Scale

The improvement of the PQQ synthesis according to the method of Corey and Tramontano allows the preparation of the triester of this cofactor in the kg scale with an overall yield of 13percent (average 78percent per step), without a bottleneck in the sequence and with crystalline, analytically pure intermediates.The new purification of free PQQ from conc.H2SO4 is remarkable with respect to the application as well as to the stability of this natural product.