Ethyl 2-pyridin-3-ylbenzoate

Base Information

• Chemical Name: Ethyl 2-pyridin-3-ylbenzoate
• CAS No.: 225797-25-1
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80458747
• Nikkaji Number: J1.918.452H
• Wikidata: Q82282252
• Mol file: 225797-25-1.mol

Synonyms:225797-25-1;Ethyl 2-pyridin-3-ylbenzoate;2-Pyridin-3-yl-benzoic acid ethyl ester;ETHYL 2-PYRIDIN-3-YL-BENZOATE;SCHEMBL3517715;DTXSID80458747;ZWYKSNWZBPGCDQ-UHFFFAOYSA-N;MFCD11501320;2-(3-Pyridyl)benzoic acid ethyl ester;AS-6288;2-pyridin-3-ylbenzoic acid ethyl ester;FT-0739718

Chemical Property of Ethyl 2-pyridin-3-ylbenzoate

Chemical Property:

• PSA: 39.19000
• LogP: 2.92530
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

2-Pyridin-3-yl-benzoicacidethylester 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C2=CN=CC=C2

Technology Process of Ethyl 2-pyridin-3-ylbenzoate

There total 4 articles about Ethyl 2-pyridin-3-ylbenzoate 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: 58.0%

ethyl 2-iodobenzoate (1829-28-3) + 3-pyridylboronic acid (1692-25-7) → ethyl 2-(3-pyridyl)benzoate (225797-25-1)

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; for 48h; Heating;

DOI:10.1016/S0040-4020(03)00761-0

Reference yield: 53.0%

3-Bromopyridine (626-55-1,163928-56-1) + 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzoic acid ethyl ester (346656-34-6) → ethyl 2-(3-pyridyl)benzoate (225797-25-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; Inert atmosphere; Reflux; Darkness;

DOI:10.1016/j.bmc.2021.116516

Reference yield:

2-bromobenzoic acid ethyl ester (6091-64-1) + 3-pyridylboronic acid (1692-25-7) → ethyl 2-(3-pyridyl)benzoate (225797-25-1)

Guidance literature:

With potassium carbonate; tetrakis; In toluene; for 3h; Heating / reflux;

upstream raw materials:

3-iodopyridine

benzoic acid ethyl ester

ethyl 2-iodobenzoate

3-pyridylboronic acid

Downstream raw materials:

N-(benzyloxy)-2-(1-oxidopyridin-3-yl)benzamide

5-(benzyloxy)benzo[c]-1,8-naphthyridin-6(5H)-one

N-(benzyloxy)-2-pyridin-3-ylbenzamide

2-(pyridin-3′-yl) benzoic acid

Refernces

• 1、 -. "1-HYDROXY NAPHTHYRIDINE COMPOUNDS AS ANTI-HIV AGENTS". Page/Page column 154. . Retrieved 2008/06/13.
• 2、 Kondo, Yoshinori,Shilai, Manabu,Uchiyama, Masanobu,Sakamoto, Takao. "TMP-zincate as highly chemoselective base for directed ortho metalation [6]". . p. 3539 - 3540. Retrieved 2007/10/03.