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Methyl 4-(4-pyridinyl)benzoate

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Methyl 4-(4-pyridinyl)benzoate Basic information
Product Name:Methyl 4-(4-pyridinyl)benzoate
Synonyms:Methyl 4-(pyridin-4-yl)benoate;METHYL 4-PYRIDIN-4-YL-BENZATE;AKOS BAR-0605;Benzoic acid, 4-(4-pyridinyl)-, methyl ester;METHYL 4-(PYRIDIN-4-YL)BENZOATE;Methyl 4-(4-pyridinyl)benzoate
CAS:106047-17-0
MF:C13H11NO2
MW:213.23
EINECS:
Product Categories:
Mol File:106047-17-0.mol
Methyl 4-(4-pyridinyl)benzoate Structure
Methyl 4-(4-pyridinyl)benzoate Chemical Properties
Melting point 103-105℃
Boiling point 160 °C(Press: 1 Torr)
density 1.147
storage temp. Inert atmosphere,Room Temperature
pka4.98±0.10(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
Methyl 4-(4-pyridinyl)benzoate Usage And Synthesis
Synthesis
4-Bromopyridine

1120-87-2

4-(METHOXYCARBONYL)PHENYLBORONIC ACID

99768-12-4

METHYL 4-(4-PYRIDINYL)BENZOATE

106047-17-0

Step A: 4-Bromopyridine (3.0 g, 19.0 mmol), 4-methoxycarbonylphenylboronic acid (2.63 g, 14.6 mmol), Pd(PPh3)2Cl2 (0.35 g, 0.5 mmol) and sodium carbonate (6.91 g, 65.2 mmol) were dissolved in 1,2-dimethoxyethane (40 mL) under nitrogen protection. The reaction mixture was heated to 90 °C and stirred for 10 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 6:1 to 2:1) to afford methyl 4-(pyridin-4-yl)benzoate (2.7 g, yield: 86.8%) as a white solid. m/z MS (ESI): 214 [M+H]+.

References[1] Patent: EP3190113, 2017, A1. Location in patent: Paragraph 0101
[2] Patent: TWI558709, 2016, B. Location in patent: Page/Page column 50; 51
[3] Patent: US2004/242572, 2004, A1. Location in patent: Page/Page column 73
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