tert-butyl 3-(3-methylpyridin-2-yl)benzoate

Base Information

• Chemical Name: tert-butyl 3-(3-methylpyridin-2-yl)benzoate
• CAS No.: 1083057-12-8
• Molecular Formula: C17H19NO2
• Molecular Weight: 269.343
• Hs Code.: 2933399090
• Mol file: 1083057-12-8.mol

Synonyms:tert-butyl 3-(3-methylpyridin-2-yl)benzoate;Benzoic acid, 3-(3-Methyl-2-pyridinyl)-, 1,1-diMethylethyl ester;3-(3-Methyl-2-pyridinyl)benzoic acid 1,1-dimethylethyl ester

Chemical Property of tert-butyl 3-(3-methylpyridin-2-yl)benzoate

Chemical Property:

• Boiling Point: 386.8±30.0 °C(Predicted)
• PKA: 4.34±0.22(Predicted)
• PSA: 39.19000
• Density: 1.070±0.06 g/cm3(Predicted)
• LogP: 4.01230
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-(3-Methylpyridin-2-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 3-(3-methylpyridin-2-yl)benzoate

There total 3 articles about tert-butyl 3-(3-methylpyridin-2-yl)benzoate 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: 92.0%

2-bromo-3-picoline (3430-17-9) + 3-(tert-butoxycarbonyl)phenylboronic acid (220210-56-0) → tert-butyl 3-(3-methylpyridin-2-yl)benzoate (1083057-12-8)

Guidance literature:

2-bromo-3-picoline; With potassium carbonate; In water; toluene; at 65 ℃; Inert atmosphere;

3-(tert-butoxycarbonyl)phenylboronic acid; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; toluene; for 18h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201805919

Reference yield: 82.0%

2-bromo-3-picoline (3430-17-9) → tert-butyl 3-(3-methylpyridin-2-yl)benzoate (1083057-12-8)

Guidance literature:

With potassium carbonate; In water; toluene;

Reference yield: 82.0%

2-bromo-3-picoline (3430-17-9) + methanesulfonic acid (75-75-2,98527-29-8) → tert-butyl 3-(3-methylpyridin-2-yl)benzoate (1083057-12-8)

Guidance literature:

With potassium carbonate; In water; toluene;

upstream raw materials:

2-bromo-3-picoline

3-(tert-butoxycarbonyl)phenylboronic acid

methanesulfonic acid

Downstream raw materials:

tert-butyl 3-(3-methyl-1-oxo-1λ-pyridin-2-yl)benzoate

tert-butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

tert-butyl 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropane-1-carboxamido)-3-methylpyridin-2-yl)benzoate

Lumacaftor hydrochloride

Refernces

• 1、 Doiron, Jake E.,Le, Christina A.,Ody, Britton K.,Brace, Jonathon B.,Post, Savannah J.,Thacker, Nathan L.,Hill, Harrison M.,Breton, Gary W.,Mulder, Matthew J.,Chang, Sichen,Bridges, Thomas M.,Tang, Liping,Wang, Wei,Rowe, Steven M.,Aller, Stephen G.,Turlington, Mark. "Evaluation of 1,2,3-Triazoles as Amide Bioisosteres In Cystic Fibrosis Transmembrane Conductance Regulator Modulators VX-770 and VX-809". supporting information. p. 3662 - 3674. Retrieved 2019/02/19.
• 2、 -. "PHARMACEUTICAL COMPOSITIONS OF 3-(6-(1-(2,2-DIFLUOROBENZO[D][1,3]DIOXOL-5-YL)CYCLOPROPANECARBOXAMIDO)-3-METHYLPYRIDIN-2-YL)BENZOIC ACID AND ADMINISTRATION THEREOF". Sheet 76; 77. . Retrieved 2019/03/09.