90961-26-5

Basic information

• Product Name: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, ethyl ester
• CAS NO: 90961-26-5
• Molecular Formula: C15H17N3O4
• Molecular Weight: 303.318
• Mol File: 90961-26-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, ethyl ester(90961-26-5)
• EPA Substance Registry System: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, ethyl ester(90961-26-5)

Safety Data

• Hazardous Substances Data: 90961-26-5(Hazardous Substances Data)

Upstream product

• 104765-28-8 2-[(2-nitrophenyl)methylene]-3-oxobutanoic acid,ethyl ester 
• 98050-61-4 6-Hydroxy-2,6-dimethyl-4-(2-nitro-phenyl)-1,4,5,6-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 

Downstream Products

• 98050-92-1 1-Cyclopropanecarbonyl-2,4-dimethyl-6-(2-nitro-phenyl)-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester 
• 98050-85-2 3,5-bis(ethoxycarbonyl)-2,6-dimethyl-4-(o-nitrophenyl)-3,4-dihydropyrimidine 
• 98050-93-2 5-(ethoxycarbonyl)-3-n-heptyl-2,6-dimethyl-4-(o-nitrophenyl)-3,4-dihydropyrimidine 

Relevant articles and documents

Synthesis of Novel Dihydropyrimidines and Tetrahydropyrimidines

Condensation of alkyl 2-acetyl-3-aryl-2-propenoate with acetamidine, benzamidine, guanidine, or 1,1-dimethylguanidine followed by dehydration of the resulting compound 2 with p-TsOH or Al2O3 gave 1,4(3,4)-dihydropyrimidine 3.Regioselective alkoxycarbonylation, acylation, and alkylation of compound 3 with alkyl chloroformate, acyl halide, or alkyl halide in the presence of NaH afforded the series of novel N-substituted 3,4-dihydropyrimidines 4, 5, and 6 in good yield.Stereoselective NaBH4 reduction of the 3,4-dihydropyrimidine hydrochloride 4 provided a singlestereoisomer of 1,2,3,4-tetrahydropyrimidine 7 whose stereochemistry was assigned as cis by X-ray crystallographic analysis.Conversely, the same reduction of the HCl salts of 3 or 6 gave a cis-trans mixture of tetrahydropyrimidines 8.