188825-08-3

Basic information

• Product Name: tert-butyl 4-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-1(4H)-pyridinecarboxylate
• Synonyms: tert-butyl 4-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-1(4H)-pyridinecarboxylate
• CAS NO: 188825-08-3
• Molecular Formula: C₂₂H₂₆N₂O₂
• Molecular Weight: 350.45404
• Mol File: 188825-08-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyl 4-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-1(4H)-pyridinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-1(4H)-pyridinecarboxylate(188825-08-3)
• EPA Substance Registry System: tert-butyl 4-[2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl]-1(4H)-pyridinecarboxylate(188825-08-3)

Safety Data

• Hazardous Substances Data: 188825-08-3(Hazardous Substances Data)

Upstream product

• 132253-56-6 1-(2-bromophenyl)-2,5-dimethyl-1H-pyrrole 
• 615-36-1 2-bromoaniline 
• 110-13-4 2,5-hexanedione 
• 86801-40-3 1-phenoxycarbonylpyridinium chloride 
• 110-86-1 pyridine 
• 865-47-4 potassium tert-butylate 

Downstream Products

• 188825-09-4 6-[2-(2,5-Dimethyl-pyrrol-1-yl)-phenyl]-7-hydroxy-8,9-diisopropoxy-6H-oxazolo[5,4,3-ij]quinolin-2-one 
• 188825-10-7 6-(2-Amino-phenyl)-7-hydroxy-8,9-diisopropoxy-6H-oxazolo[5,4,3-ij]quinolin-2-one 

Relevant articles and documents

Versatile Synthesis of Dihydroquinolines and Quinoline Quinones Using Cyclobutenediones. Construction of the Pyridoacridine Ring System

1-BOC-2-lithio-1, 4-dihydropyridines were condensed with 3,4-disubstituted cyclobutenediones to produce 1,2-adducts. Neat thermolysis under oxygen-free conditions produced substituted 1,4-dihydroquinoline hydroquinones in which the tert-butoxy residue of the BOC group was displaced by a phenolic residue, generating an oxazolone ring that functioned to protect both rings of the dihydroquinoline hydroquinone from untimely oxidation. Oxidative aromatization with concomitant loss of the oxazolone ring was achieved using 2 equiv of o-chloranil in acetic acid and provided substituted quinoline quinones in good yields. By use of this strategy, a concise synthesis of the pyridoacridine ring system was achieved.