501169-62-6

Basic information

• Product Name: Benzoic acid, 4-[[5-(acetylamino)-6-cyano-2,3-dihydro-1H-inden-1-yl]amino]-, 1,1-dimethylethyl ester
• CAS NO: 501169-62-6
• Molecular Formula: C23H25N3O3
• Molecular Weight: 391.47
• Mol File: 501169-62-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[[5-(acetylamino)-6-cyano-2,3-dihydro-1H-inden-1-yl]amino]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[[5-(acetylamino)-6-cyano-2,3-dihydro-1H-inden-1-yl]amino]-, 1,1-dimethylethyl ester(501169-62-6)
• EPA Substance Registry System: Benzoic acid, 4-[[5-(acetylamino)-6-cyano-2,3-dihydro-1H-inden-1-yl]amino]-, 1,1-dimethylethyl ester(501169-62-6)

Safety Data

• Hazardous Substances Data: 501169-62-6(Hazardous Substances Data)

Upstream product

• 158205-18-6 5-Acetylamino-6-bromo-1-indanone 
• 157701-33-2 5-acetylamino-6-bromoindane 
• 544-92-3 copper(I) cyanide 
• 501169-57-9 tert-butyl 4-[N-(5-acetamido-6-bromoindan-1-yl)amino]benzoate 

Downstream Products

• 174487-71-9 4-{N-[(6R/6S)-2-Methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoic acid 
• 501169-69-3 tert-butyl 4-{N-[2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoate 
• 501169-65-9 tert-butyl 4-(N-[(6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]amino)benzoate 

Relevant articles and documents

Antifolate chemistry: Synthesis of 4-{N-[(6RS)-2-methyl-4-oxo- 3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoic acid via a (propargyl)Co2(CO)6+ complex

A new route to compound 3 (4-{N-[(6RS)-2-methyl-4-oxo-3,4,7,8- tetrahydro-6H-cyclopenta[g]quinazolin-6-yl]-N-(prop-2-ynyl)amino}benzoic acid), a crucial intermediate for the synthesis of potent inhibitors of thymidylate synthase (TS), is described. In this sequence the C6-N10 bond was constructed first, by the reductive amination of 5-acetamido-6-bromoindan-1-one 6 with tert-butyl 4-aminobenzoate, then the cyclopenta[g]quinazolinone ring was formed and the propargyl group was introduced on the N10-position using the (propargyl)Co2(CO)6+ complex as the electrophilic propargyl reagent.