methyl3-(pyridin-4-yl)benzoate synthesis

3synthesis methods

Product Name:methyl3-(pyridin-4-yl)benzoate
CAS Number:126179-78-0
Molecular formula:C13H11NO2
Molecular Weight:213.23

618-89-3 Synthesis

618-89-3
252 suppliers
$29.00/5g

1692-15-5 Synthesis

1692-15-5
444 suppliers
$6.00/1g

126179-78-0
14 suppliers
$45.00/10mg

Yield:-

Reaction Conditions:

with cesium carbonate;tetrakis(triphenylphosphine) palladium⁽⁰⁾ in N,N-dimethyl-formamide at 120;Nitrogen atmosphere;Palladium coupling;

Steps:

131.a Methyl 3-(4-pyridyl)benzoate

[192.3] 1.121 g of 4-pyridylboronic acid, 2.35 g of methyl 3-bromobenzoate, 7.5 g of cesium carbonate and 530 mg of tetrakistriphenyl phosphine palladium were dissolved in 40 ml of N,N-dimethylformamide, and the mixture was stirred at 120°C overnight in a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed. The residue was purified by silica gel column, to give 1.325 g of the title compound in the 4:3 hexane-ethyl acetate fraction.1H-NMR(CDCl3) δ: 3.97 (s, 3H) 7.56 (d, J=6.0Hz, 1H) 7.59 (d, J=7.6Hz, 1H) 7.84 (d, J=9.6Hz, 2H) 8.12 (d, J=9.6Hz, 2H) 8.33 (t,J=1.2Hz, 1H) 8.70 (brd, J=4.4Hz, 1H)

References:

EP1394147,2004,A1 Location in patent:Page 95