1438393-73-7

Basic information

• Product Name: ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate
• Synonyms: ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate
• CAS NO: 1438393-73-7
• Molecular Weight: 375.384
• Mol File: 1438393-73-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate(1438393-73-7)
• EPA Substance Registry System: ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate(1438393-73-7)

Safety Data

• Hazardous Substances Data: 1438393-73-7(Hazardous Substances Data)

Upstream product

• 57778-93-5 1H-indol-3-amine hydrochloride 
• 1438393-65-7 diethyl 5H-pyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1438393-71-5 ethyl 4-(hydroxymethyl)-5H-pyrimido[5,4-b]indole-2-carboxylate 
• 1438393-72-6 2-(ethoxycarbonyl)-5H-pyrimido[5,4-b]indole-4-carboxylic acid 
• 100-66-3 methoxybenzene 
• 771-50-6 1H-indole-3-carboxylic acid 
• 1199215-71-8 tert-butyl 1H-indol-3-ylcarbamate 

Downstream Products

• 1438393-74-8 (4-methoxyphenyl)(5H-pyrimido[5,4-b]indol-4-yl)methanone 
• 1438393-75-9 (4-hydroxyphenyl)(5H-pyrimido[5,4-b]indol-4-yl)methanone 

Relevant articles and documents

Total synthesis of 4-azaeudistomin Y1 and analogues by inverse-electron demand diels-alder reactions of 3-aminoindoles with 1,3,5-triazines

A new inverse-electron-demand Diels-Alder (IDA) reaction of 3-aminoindoles as dienophiles was developed for the efficient preparation of 4-aza-β-carbolines in high yields. Because N1-unprotected 3-aminoindoles show poor thermal stability, a one-pot protocol was developed that combines the removal of tert-butoxycarbonyl protecting groups with the IDA reaction. This protocol, using tert-butyl 1H-indol-3-ylcarbamates as reactants, gave the corresponding IDA products in excellent yields. The new IDA methodology was used in a total synthesis of 4-azaeudistomin Y1, which was obtained in 57% overall yield in four steps. Moreover, the chemistry is suitable for the rapid preparation, through either Friedel-Crafts acylation or amide-formation reactions, of analogues that are useful for exploring structure-activity relationships at the C1-position. Georg Thieme Verlag Stuttgart · New York.