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

Chemical Properties

Off-White Solid

Uses

Ethyl 6-Formylamino-5-methoxyindole-2-carboxylate (cas# 119825-27-3) is a compound useful in organic synthesis.

Upstream product

• 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 
• 107575-59-7 ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone 
• 119825-26-2 C₁₃H₁₄⁽²⁾H₃N₃O₄ 

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.