ChemicalBook CAS DataBase List METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&

METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY& synthesis

7synthesis methods

Product Name:METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&
CAS Number:834884-75-2
Molecular formula:C13H9NO3
Molecular Weight:227.22

2527-99-3 Synthesis

2527-99-3
192 suppliers
$6.00/1g

126747-14-6 Synthesis

126747-14-6
411 suppliers
$6.00/1g

METHYL 5-(4-CYANOPHENYL)FURAN-2-CARBOXY&

834884-75-2
27 suppliers
$29.00/100mg

Yield:834884-75-2 72%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;sodium carbonate in 1,4-dioxane at 90;Inert atmosphere;

Steps:

4.1 Procedure A for the synthesis of compounds 2b-d,f-j,m and 7

General procedure: Methyl 5-bromofuran-2-carboxylate (5, 1mmol), the appropriate phenylboronic acid (1.3mmol) and bis(triphenylphosphine)palladium (II) dichloride (5% mol) were dissolved in dry 1,4-dioxane (10mL), under nitrogen atmosphere. A 2M sodium carbonate solution (2mmol) was then added and the resulting mixture was stirred overnight at 90°C. After completion, the solution was cooled to room temperature and then filtered on a celite pad. The filtrate was diluted with water and extracted with ethyl acetate (3×4mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Compound 7 was obtained from methyl 3-bromobenzoate (6, 1mmol) and 4-nitrophenylboronic acid (1.3mmol) following the same procedure.

References:

Chiarelli, Laurent R.;Mori, Matteo;Barlocco, Daniela;Beretta, Giangiacomo;Gelain, Arianna;Pini, Elena;Porcino, Marianna;Mori, Giorgia;Stelitano, Giovanni;Costantino, Luca;Lapillo, Margherita;Bonanni, Davide;Poli, Giulio;Tuccinardi, Tiziano;Villa, Stefania;Meneghetti, Fiorella [European Journal of Medicinal Chemistry,2018,vol. 155,p. 754 - 763] Location in patent:supporting information

611-13-2 Synthesis