136927-87-2

Basic information

• Product Name: 1-(2-(N-benzoylamino)ethyl)pyrrole
• Synonyms: 1-(2-(N-benzoylamino)ethyl)pyrrole
• CAS NO: 136927-87-2
• Molecular Weight: 214.267
• Mol File: 136927-87-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(2-(N-benzoylamino)ethyl)pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-(N-benzoylamino)ethyl)pyrrole(136927-87-2)
• EPA Substance Registry System: 1-(2-(N-benzoylamino)ethyl)pyrrole(136927-87-2)

Safety Data

• Hazardous Substances Data: 136927-87-2(Hazardous Substances Data)

Upstream product

• 109-97-7 pyrrole 
• 98-88-4 benzoyl chloride 
• 689-98-5 chloroethylamine 
• 29709-35-1 1-(2-aminoethyl)pyrrole 

Downstream Products

• 112758-89-1 1-Phenyl-1,2,3,4-tetrahydropyrrolo<1,2-a>pyrazine 
• 658699-50-4 6-bromo-1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazine 

Relevant articles and documents

Pyrrolodiazines. 6. Palladium-catalyzed arylation, heteroarylation, and amination of 3,4-dihydropyrrolo[1,2-α]pyrazines

The palladium-catalyzed Suzuki cross-coupling reaction of arylboronic acids and 6-bromo- and 6,8-dibromo-3,4-dihydropyrrolo[1,2-α]pyrazines afforded 6-substituted and 6,8-disubstituted 3,4-dihydropyrrolo[1,2-α]pyrazines in good yields. Stille and Negishi coupling reactions have been used to prepare 6-heteroaryl-substituted derivatives in moderate yields by employing heteroaryl halides and 6-metalated 3,4-dihydropyrrolo[1,2-α]pyrazines as reaction partners. A variety of cyclic secondary amines have also been incorporated at position C-6 of 6-bromo-1-phenyl-3,4-dihydropyrrolo[1,2-α]pyrazine in the presence of the palladium catalyst Pd2(dba)3 in conjunction with BINAP as ligand. This amination reaction is one of the few reported examples of such a palladium-catalyzed transformation on a pyrrole ring, although the reaction could not be extended to less nucleophilic amines.

A Robust, Recyclable Resin for Decagram Scale Resolution of (±)-Mefloquine and Other Chiral N-Heterocycles

Decagram quantities of enantiopure (+)-mefloquine have been produced via kinetic resolution of racemic mefloquine using a ROMP-gel supported chiral acyl hydroxamic acid resolving agent. The requisite monomer was prepared in a few synthetic steps without chromatography and polymerization was safely performed on a >30 gram scale under ambient conditions. The reagent was readily regenerated and reused multiple times for the resolution of 150 grams of (±)-mefloquine and other chiral N-heterocylces.