2-(Benzyloxy)-4-bromopyridine

Base Information

• Chemical Name: 2-(Benzyloxy)-4-bromopyridine
• CAS No.: 960298-00-4
• Molecular Formula: C12H10BrNO
• Molecular Weight: 264.121
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50682431
• Wikidata: Q82606818
• Mol file: 960298-00-4.mol

Synonyms:2-(BENZYLOXY)-4-BROMOPYRIDINE;960298-00-4;4-bromo-2-phenylmethoxypyridine;2-benzyloxy-4-bromo-pyridine;SCHEMBL204325;DTXSID50682431;ZBTZIRNIUHLSSJ-UHFFFAOYSA-N;MFCD13190654;AKOS015839462;CS-W006756;GS-6345;SB40326;F11376;A845534;A1-00194;J-506236

Chemical Property of 2-(Benzyloxy)-4-bromopyridine

Chemical Property:

• PSA: 22.12000
• LogP: 3.42310
• Storage Temp.: Room temperature.
• XLogP3: 3.3
• 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

2-(Benzyloxy)-4-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)-4-bromopyridine

There total 9 articles about 2-(Benzyloxy)-4-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: 99.0%

4-bromo-2-fluoropyridine (128071-98-7) + benzyl alcohol (100-51-6,185532-71-2) → 2-(benzyloxy)-4-bromopyridine (960298-00-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield: 80.0%

4-bromo-2(1H)-pyridinone (36953-37-4) + benzyl bromide (100-39-0) → 2-(benzyloxy)-4-bromopyridine (960298-00-4) + 1-benzyl-4-bromopyridin-2(1H)-one

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In water; at 20 ℃; for 3h; regioselective reaction;

DOI:10.1021/acs.orglett.5b01628

Reference yield: 62.0%

2-(benzyloxy)pyridin-4-amine (1214900-01-2) → 2-(benzyloxy)-4-bromopyridine (960298-00-4) + 2-benzyloxy-3,4-dibromopyridine + 2-benzyloxy-3,4,5-tribromopyridine

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 20 ℃; for 16h; regioselective reaction;

DOI:10.1055/s-0035-1560469

upstream raw materials:

benzyl bromide

4-bromo-2-fluoropyridine

benzyl alcohol

4-bromo-2(1H)-pyridinone

Downstream raw materials:

2-(benzyloxy)-4-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)pyridine

2-(benzyloxy)-4-(2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)sulfinyl)phenyl)pyridine

4-bromo-2(1H)-pyridinone

2-[4-(4-methoxyphenylamino)-2-oxo-2H-pyridin-1-yl]-N-isopentylacetamide

Refernces

• 1、 Honraedt, Aurélien,Gallagher, Timothy. "Concise Entries to 4-Halo-2-pyridones and 3-Bromo-4-halo-2-pyridones". supporting information. p. 67 - 69. Retrieved 2015/12/26.
• 2、 -. "THIENO[3,2-C]PYRIDIN-4(5H)-ONES AS BET INHIBITORS". Page/Page column 129. . Retrieved 2014/06/11.