89525-51-9

Basic information

• Product Name: 2-BROMO-4,5-DIMETHOXYBENZYLAMINE
• Synonyms: 2-BROMO-4,5-DIMETHOXYBENZYLAMINE;1-(2-Bromo-4,5-dimethoxyphenyl)methanamine;(2-bromo-4,5-dimethoxyphenyl)methanamine
• CAS NO: 89525-51-9
• Molecular Formula: C₉H₁₂BrNO₂
• Molecular Weight: 246.1
• Mol File: 89525-51-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BROMO-4,5-DIMETHOXYBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4,5-DIMETHOXYBENZYLAMINE(89525-51-9)
• EPA Substance Registry System: 2-BROMO-4,5-DIMETHOXYBENZYLAMINE(89525-51-9)

Safety Data

• Hazardous Substances Data: 89525-51-9(Hazardous Substances Data)

Upstream product

• 53207-00-4 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene 
• 54370-00-2 2-bromo-4,5-dimethoxybenzyl alcohol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 198204-67-0 2-bromo-4,5-dimethoxybenzaldehyde oxime 

Downstream Products

• 124617-62-5 (2-Bromo-4,5-dimethoxy-benzyl)-but-(Z)-ylidene-amine 
• 89525-45-1 [1-(2-Bromo-4,5-dimethoxy-phenyl)-meth-(E)-ylidene]-phenyl-amine 
• 129764-14-3 N-(2-bromo-4,5-dimethoxybenzyl)aniline 
• 401503-94-4 N-(2-bromo-4,5-dimethoxybenzyl)-N-phenyl tert-butyl acetate 
• 24285-10-7 6,7-dimethoxy-3-phenylisoquinoline 
• 124617-63-6 N-(2-Bromo-4,5-dimethoxy-benzyl)-thioacetimidic acid methyl ester 
• 89506-12-7 [(C₆H₂(OCH₃)2CH₂NH₂Pd(P(C₆H₅)3)Br)] 
• 1357295-71-6 1-(2-bromo-4,5-dimethoxybenzyl)-5-(4-methylbenzyl)-3,4-dihydropyridin-2(1H)-one 
• 1357295-82-9 8,9-dimethoxy-1-(4-methylbenzyl)-2,6-dihydropyrido[2,1-a]isoindol-4(3H)-one 
• 1527501-65-0 N-(2-bromo-4,5-dimethoxybenzyl)-4-methylbenzenesulfonamide 
• 1527501-93-4 2,3-dimethoxy-6-tosyl-5,6-dihydroindolo[1,2-a]quinazoline 

Relevant articles and documents

Palladium-Catalyzed α-Arylation of Silylenol Ethers in the Synthesis of Isoquinolines and Phenanthridines

A diverse array of isoquinolines and phenanthridines have been accessed by developing a two-step, one-pot method constituting regioselective palladium-catalyzed Kuwajima-Urabe α-arylation of silylenol ethers and acid-mediated deprotection, annulation, and aromatization. Structural diversity in the silylenol ethers leads to three different classes of isoquinolines and phenanthridines from which related natural products can be derived. The synthetic utility of this method by the quick assembly of the natural product trispheridine is also demonstrated.

Synthesis of pyrrolophenanthridine alkaloids based on C(sp3)-H and C(sp2)-H functionalization reactions

Assoanine, pratosine, hippadine, and dehydroanhydrolycorine belong to the pyrrolophenanthridine family of alkaloids, which are isolated from plants of the Amaryllidaceae species. Structurally, these alkaloids are characterized by a tetracyclic skeleton that contains a biaryl moiety and an indole core, and compounds belonging to this class have received considerable interest from researchers in a number of fields because of their biological properties and the challenges associated with their synthesis. Herein, a strategy for the total synthesis of these alkaloids by using C-H activation chemistry is described. The tetracyclic skeleton was constructed in a stepwise manner by C(sp 3)-H functionalization followed by a Catellani reaction, including C(sp2)-H functionalization. A one-pot reaction involving both C(sp3)-H and C(sp2)-H functionalization was also attempted. This newly developed strategy is suitable for the facile preparation of various analogues because it uses simple starting materials and does not require protecting groups.

Rapid and convergent assembly of natural benzo[c]phenanthridines by palladium/norbornene catalysis

A straightforward total synthesis of a small panel of natural benzo[c]phenanthridines is described. The selective coupling of an aryl triflate with a bromobenzylamine by means of palladium/norbornene joint catalysis and a sequential transfer hydrogenation