2-(Benzyloxy)-6-bromopyridine

Base Information

• Chemical Name: 2-(Benzyloxy)-6-bromopyridine
• CAS No.: 117068-71-0
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.121
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10355811
• Nikkaji Number: J1.457.894C
• Wikidata: Q82134865
• Mol file: 117068-71-0.mol

Synonyms:117068-71-0;2-(benzyloxy)-6-bromopyridine;2-Benzyloxy-6-bromopyridine;2-Bromo-6-benzyloxypyridine;2-bromo-6-phenylmethoxypyridine;2-bromo-6-(phenylmethoxy)pyridine;2-Benzyloxy-6-bromo-pyridine;PYRIDINE, 2-BROMO-6-(PHENYLMETHOXY)-;SCHEMBL5183;6-benzyloxy-2-bromopyridine;2-Benzyloxy)-6-bromopyridine;DTXSID10355811;WEMPEMXDSUATEK-UHFFFAOYSA-N;MFCD00234782;AKOS013279160;GS-6371;MB01055;AC-27868;B2576;CS-0180896;FT-0650643;EN300-717558;A850105;J-506245

Chemical Property of 2-(Benzyloxy)-6-bromopyridine

Chemical Property:

• Vapor Pressure: 0.000191mmHg at 25°C
• Melting Point: 13-15 °C
• Refractive Index: 1.604
• Boiling Point: 338.6 °C at 760 mmHg
• PKA: -0.52±0.12(Predicted)
• Flash Point: 158.6 °C
• PSA: 22.12000
• Density: 1.438 g/cm³
• LogP: 3.42310
• Storage Temp.: Refrigerator
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 262.99458
• Heavy Atom Count: 15
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Benzyloxy-6-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=NC(=CC=C2)Br

Technology Process of 2-(Benzyloxy)-6-bromopyridine

There total 5 articles about 2-(Benzyloxy)-6-bromopyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.9%

2,6-Dibromopyridine (626-05-1) + benzyl alcohol (100-51-6,185532-71-2) → 2-(benzyloxy)-6-bromopyridine (117068-71-0)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In toluene; for 1h; Heating;

Reference yield: 99.0%

6-bromo-2-pyridone (27992-32-1) + benzyl bromide (100-39-0) → 2-(benzyloxy)-6-bromopyridine (117068-71-0)

Guidance literature:

With silver carbonate; In benzene; at 40 - 50 ℃; for 24h;

DOI:10.3987/COM-89-5142

Reference yield: 94.0%

2,6-Dibromopyridine (626-05-1) + sodium phenyl-methanolate (20194-18-7) → 2-(benzyloxy)-6-bromopyridine (117068-71-0)

Guidance literature:

In N,N-dimethyl-formamide;

upstream raw materials:

2,6-Dibromopyridine

sodium phenyl-methanolate

6-bromo-2-pyridone

benzyl bromide

Downstream raw materials:

2-benzyloxy-6-phenylethynylpyridine

2-(benzyloxy)-6-(pyrrolidin-1-yl)pyridine

6'-benzyloxy-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl

4-(6-benzyloxy-pyridin-2-yl)-morpholine

Refernces

• 1、 -. "AMIDE COMPOUND AND PHARMACEUTICAL COMPRISING SAME". Paragraph 0087-0089. . Retrieved 2016/10/31.
• 2、 Smith, Charlotte L.,Hirschh?user, Christoph,Malcolm, Georgia K.,Nasrallah, Daniel J.,Gallagher, Timothy. "Synthesis of mono- and diaza-'pyridones' via stille coupling of alkoxystannanes". . p. 1904 - 1908. Retrieved 2014/08/18.