320337-15-3

Basic information

• Product Name: 4-Benzyloxy-3-bromo-phenylamine
• Synonyms: 4-Benzyloxy-3-bromo-phenylamine
• CAS NO: 320337-15-3
• Molecular Weight: 278.148
• Mol File: 320337-15-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-Benzyloxy-3-bromo-phenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxy-3-bromo-phenylamine(320337-15-3)
• EPA Substance Registry System: 4-Benzyloxy-3-bromo-phenylamine(320337-15-3)

Safety Data

• Hazardous Substances Data: 320337-15-3(Hazardous Substances Data)

Upstream product

• 191602-86-5 1-(benzyloxy)-2-bromo-4-nitrobenzene 
• 100-02-7 4-nitro-phenol 
• 100-39-0 benzyl bromide 
• 6329-78-8 N-(3-bromo-4-hydroxyphenyl)acetamide 
• 103-90-2 4-acetaminophenol 
• 1223466-37-2 N-(4-benzyloxy-3-bromophenyl)acetamide 
• 5847-59-6 2-bromo-4-nitrophenol 

Downstream Products

• 320337-19-7 (6-iodo-((4-benzyloxy)-3-bromophenyl)-quinazolin-4-yl)amine 
• 1223466-37-2 N-(4-benzyloxy-3-bromophenyl)acetamide 
• 1318802-86-6 C₂₁H₂₆BrNO₅ 
• 1318802-67-3 C₁₅H₁₈N₄O₃ 
• 1318802-89-9 C₂₅H₂₉ClN₄O₅ 
• 1318802-88-8 C₂₆H₃₂N₄O₅ 
• 1318802-87-7 C₂₁H₂₈BNO₇ 
• 1318802-82-2 C₂₀H₂₇N₅O₃ 
• 1318802-81-1 C₁₉H₂₅N₅O₃ 
• 1318802-80-0 C₂₀H₂₈N₆O₄ 
• 1318802-79-7 C₁₉H₂₆N₆O₃ 
• 1318802-78-6 C₁₈H₂₃N₅O₄ 
• 1318802-77-5 C₁₆H₂₁N₅O₃ 

Relevant articles and documents

A practical nickel-catalyzed reductive alkylation of amidophenyl bromides

A modified Weix's reductive coupling for alkylation of amidoaryl bromides based on Ni(COD)2 precatalyst and 2,2′-dipyridyl ligand was developed. This reaction is reliable for amidophenyl bromides and gives yields up to 87%, and is potentially useful in the synthesis of amidophenyl-containing molecules.

Functionalized alkoxy arene diazonium salts from paracetamol

Arene diazonium tetrafluoroborates can be synthesized from aromatic acetamides via a sequence of deacetylation, diazotation and precipitation, induced by anion exchange. The reaction is conducted as a convenient one-flask transformation with consecutive addition of the appropriate reagents. Exchange of solvents or removal of byproducts prior to isolation of the product is not required. The arene diazonium salts are isolated from the reaction mixture by simple filtration. Two complementary protocols are presented, and the utility of the reaction is exemplified for a synthesis of the diarylheptanoid natural product de-O-methyl centrolobine.

Optimization and SAR for dual ErbB-1/ErbB-2 tyrosine kinase inhibition in the 6-furanylquinazoline series

Synthetic modifications on a 6-furanylquinazoline scaffold to optimize the dual ErbB-1/ErbB-2 tyrosine kinase inhibition afforded consistent SAR whereby a 4-(3-fluorobenzyloxy)-3-haloanilino provided the best enzyme potency and cellular selectivity. Changes made to the 6-furanyl group had little impact on the enzyme activity, but appeared to dramatically affect the cellular efficacy. The discovery of lapatinib emerged from this work.