3-(Benzyloxy)-5-bromopyridine

Base Information

• Chemical Name: 3-(Benzyloxy)-5-bromopyridine
• CAS No.: 130722-95-1
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.121
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID10572283
• Nikkaji Number: J1.003.033A
• Wikidata: Q82460579
• Mol file: 130722-95-1.mol

Synonyms:3-(benzyloxy)-5-bromopyridine;130722-95-1;3-Benzyloxy-5-bromopyridine;3-benzyloxy-5-bromo-pyridine;PYRIDINE, 3-BROMO-5-(PHENYLMETHOXY)-;3-bromo-5-phenylmethoxypyridine;MFCD07375004;5-benzyloxy-3-bromopyridine;SCHEMBL188660;3-(Benzyloxy)-5- bromopyridine;5-(benzyloxy)-3-bromo-pyridine;AMY2404;DTXSID10572283;YSHKYZAWTWKQKK-UHFFFAOYSA-N;5-Bromo-3-(phenylmethoxy)pyridine;3-BROMO-5-BENZYLOXYPYRIDINE;AKOS013526641;AB40925;AC-3559;CS-W003401;BP-11929;DS-15462;SY005429;B4775;EN300-212872;A806137;J-510811;Z1206893596

Chemical Property of 3-(Benzyloxy)-5-bromopyridine

Chemical Property:

• Melting Point: 69.0 to 73.0 °C
• Refractive Index: 1.604
• Boiling Point: 343.677 °C at 760 mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 161.65 °C
• PSA: 22.12000
• Density: 1.439 g/cm³
• LogP: 3.42310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• 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

3-(Benzyloxy)-5-bromopyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

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

Technology Process of 3-(Benzyloxy)-5-bromopyridine

There total 9 articles about 3-(Benzyloxy)-5-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: 80.0%

5-bromopyridine-3-ol (74115-13-2) + benzyl bromide (100-39-0) → 3-(benzyloxy)-5-bromopyridine (130722-95-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1016/j.bmc.2019.115096

Reference yield: 75.0%

3,5-dibromopyridine (625-92-3) + benzyl alcohol (100-51-6,185532-71-2) → 3-(benzyloxy)-5-bromopyridine (130722-95-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.03.041

Reference yield: 72.0%

3-bromo-5-isopropoxypyridine (212332-40-6) + benzyl alcohol (100-51-6,185532-71-2) → 3-(benzyloxy)-5-bromopyridine (130722-95-1)

Guidance literature:

benzyl alcohol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Cooling with ice;

3-bromo-5-isopropoxypyridine; In N,N-dimethyl-formamide; mineral oil; for 16h;

DOI:10.1021/jm3011299

upstream raw materials:

3,5-dibromopyridine

sodium phenyl-methanolate

benzyl alcohol

5-bromopyridine-3-ol

Downstream raw materials:

5-(benzyloxy)pyridine-3-carbaldehyde

5-bromopyridine-3-ol

2-(5-benzyloxy-pyridin-3-yl)-6-chloro-1-methyl-1H-indole

trans-3-[5-(benzyloxy)-3-pyridyl]acrylic acid

Refernces

• 1、 -. "HETEROARYL SUBSTITUTED BETA-HYDROXYETHYLAMINES FOR USE IN TREATING HYPERGLYCAEMIA". Page/Page column 64. . Retrieved 2019/04/11.
• 2、 -. "MONOCYCLIC HETEROARYL SUBSTITUTED COMPOUNDS". Page/Page column 73. . Retrieved 2018/02/28.