Phenyl 3-bromopyridine-1(2H)-carboxylate

Base Information

• Chemical Name: Phenyl 3-bromopyridine-1(2H)-carboxylate
• CAS No.: 110619-11-9
• Molecular Formula: C12H10BrNO2
• Molecular Weight: 280.121
• DSSTox Substance ID: DTXSID30547635
• Wikidata: Q82425965
• Mol file: 110619-11-9.mol

Synonyms:110619-11-9;Phenyl 3-bromopyridine-1(2H)-carboxylate;DTXSID30547635

Chemical Property of Phenyl 3-bromopyridine-1(2H)-carboxylate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 278.98949
• Heavy Atom Count: 16
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=CC=CN1C(=O)OC2=CC=CC=C2)Br

Technology Process of Phenyl 3-bromopyridine-1(2H)-carboxylate

There total 2 articles about Phenyl 3-bromopyridine-1(2H)-carboxylate 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: 35.0%

3-Bromopyridine (626-55-1,163928-56-1) + phenyl chloroformate (1885-14-9) → 3-bromo-1-(phenoxycarbonyl)-1,2-dihydropyridine (110619-11-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃;

Reference yield:

3-bromo-1-(phenoxycarbonyl)pyridinium chloride (90731-83-2) → 5-Bromo-2H-pyridine-1-carboxylic acid phenyl ester (110601-08-6) + 3-Bromo-4H-pyridine-1-carboxylic acid phenyl ester (110619-12-0) + 3-bromo-1-(phenoxycarbonyl)-1,2-dihydropyridine (110619-11-9)

Guidance literature:

With potassium tri(isopropoxy)borohydride; Product distribution; The ratio of these reduced products was also studied starting from 3-tributylstannylpyridine by a multistep procedure.;

DOI:10.1016/S0040-4039(01)80982-5

Reference yield: 67.0%

3-bromo-1-(phenoxycarbonyl)-1,2-dihydropyridine (110619-11-9) + phenylmagnesium chloride → 3-phenyl-1-(phenoxycarbonyl)-1,2-dihydropyridine (113118-70-0)

Guidance literature:

With [1,3-bis(diphenylphosphino)propane]nickel(II) dichloride; In tetrahydrofuran; benzene; for 2h; Ambient temperature;

upstream raw materials:

3-Bromopyridine

phenyl chloroformate

3-bromo-1-(phenoxycarbonyl)pyridinium chloride

Downstream raw materials:

3-cyclohexyl-1-(phenoxycarbonyl)-1,2-dihydropyridine

3-phenyl-1-(phenoxycarbonyl)-1,2-dihydropyridine

3-Bromo-5-formyl-2H-pyridine-1-carboxylic acid phenyl ester

5-bromopyridine-3-carbaldehyde