117068-71-0

Basic information

• Product Name: 2-BROMO-6-BENZYLOXYPYRIDINE
• Synonyms: 2-Bromo-6-(phenylmethoxy)pyridine;2-BENZYLOXY-6-BROMO-PYRIDINE;2-BROMO-6-BENZYLOXYPYRIDINE
• CAS NO: 117068-71-0
• Molecular Formula: C₁₂H₁₀BrNO
• Molecular Weight: 264.12
• Product Categories: Bromopyridines;Halopyridines
• Mol File: 117068-71-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 13-15 °C
• Boiling Point: 338.6 °C at 760 mmHg
• Flash Point: 36 °C
• Appearance: /
• Density: 1.438 g/cm³
• Vapor Pressure: 0.000191mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Refrigerator
• PKA: -0.52±0.12(Predicted)
• CAS DataBase Reference: 2-BROMO-6-BENZYLOXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-6-BENZYLOXYPYRIDINE(117068-71-0)
• EPA Substance Registry System: 2-BROMO-6-BENZYLOXYPYRIDINE(117068-71-0)

Safety Data

• Hazardous Substances Data: 117068-71-0(Hazardous Substances Data)

Usage

General Description

2-Bromo-6-benzyloxypryidine is a chemical compound with the molecular formula C11H9BrNO, and a molecular weight of 246.1 g/mol. It is an organic compound that belongs to the class of pyridines, which are aromatic heterocyclic compounds containing a six-membered ring with five carbon atoms and one nitrogen atom. This chemical is used as a building block in the synthesis of various pharmaceutical compounds and agrochemicals. It is a white to light yellow solid at room temperature, and it is typically used in laboratory research and development processes. It is important to handle this chemical with caution, as it may be harmful if swallowed, inhaled, or in contact with skin, and it may cause irritation to the respiratory system and skin.

InChI:InChI=1/C12H10BrNO/c13-11-7-4-8-12(14-11)15-9-10-5-2-1-3-6-10/h1-8H,9H2

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 20194-18-7 sodium phenyl-methanolate 
• 27992-32-1 6-bromo-2-pyridone 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 

Downstream Products

• 861885-02-1 (6-benzyloxy-pyridin-2-yl)-(3-morpholin-4-yl-propyl)-amine 
• 136327-99-6 3-[3-(6-Benzyloxy-pyridin-2-yl)-1-hydroxy-prop-2-ynyl]-1-methyl-1H-pyridin-2-one 
• 1220596-36-0 benzyl 2-(6-(benzyloxy)pyridin-2-yl)ethylcarbamate 
• 887448-98-8 2-(benzyloxy)-6-p-tolylpyridine 

Relevant articles and documents

A FACILE SYNTHESIS OF BROMO-2-ALKOXYPYRIDINES

Several bromo-2-methoxypyridines 2a-2e and bromo-2-benzyloxypyridines 2a'-2e' were synthesised by the reaction of bromo-substituted 2-pyridones 1 which were reacted with alkyl halides in the presence of silver carbonate in benzene.

Mild and Regioselective N-Alkylation of 2-Pyridones in Water

A mild and regioselective N-alkylation reaction of 2-pyridones in water has been developed. Tween 20 (2% w/w) was added to create a micellar system for improved solubility of starting materials, which leads to enhanced reaction rates. The protocol demonstrated a wide substrate scope with good isolated yields (40-94%) for all of the 24 examples evaluated. High regioselectivity favoring N-alkylation over O-alkylation was observed for benzyl halides (>5:1), primary alkyl halides (>6:1), and bulky and less reactive secondary alkyl halides (>2.4:1).

Discovery and biological profiling of potent and selective mTOR inhibitor GDC-0349

Aberrant activation of the PI3K-Akt-mTOR signaling pathway has been observed in human tumors and tumor cell lines, indicating that these protein kinases may be attractive therapeutic targets for treating cancer. Optimization of advanced lead 1 culminated in the discovery of clinical development candidate 8h, GDC-0349, a potent and selective ATP-competitive inhibitor of mTOR. GDC-0349 demonstrates pathway modulation and dose-dependent efficacy in mouse xenograft cancer models.