103541-65-7

Basic information

• Product Name: 2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one
• CAS NO: 103541-65-7
• Molecular Weight: 458.003
• Mol File: 103541-65-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one(103541-65-7)
• EPA Substance Registry System: 2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one(103541-65-7)

Safety Data

• Hazardous Substances Data: 103541-65-7(Hazardous Substances Data)

Upstream product

• 79307-93-0 azelastine hydrochloride 
• 100-58-3 phenylmagnesium bromide 
• 58581-89-8 azelastine 

Relevant articles and documents

Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups

We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.