ChemicalBook CAS DataBase List OTAVA-BB 1364602

OTAVA-BB 1364602 synthesis

9synthesis methods

Product Name:OTAVA-BB 1364602
CAS Number:13764-20-0
Molecular formula:C12H9NO2
Molecular Weight:199.21

Benzoic acid, 2-(2-pyridinyl)-, ethyl ester

28901-52-2
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13764-20-0
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Yield:13764-20-0 89%

Reaction Conditions:

with sodium hydroxide in ethanol;Inert atmosphere;Reflux;Darkness;

Steps:

4.3.29. General procedure - Ester hydrolysis

General procedure: A solution of the biaryl ester 21-31 (1 eq) and NaOH (2.1 eq) inethanol (2 mL) was stirred at reflux overnight, darkening over time. Thefollowing morning the reaction was allowed to cool and carried through one of three work-up methods: Method A: The mixture was quenched with water (5 mL) and thevolatile components of the mixture were removed in vacuo. Theremaining solution was washed with chloroform (5 mL), acidified to pH4 - 5 using 2 M aqueous HCl and extracted with a 3:1 mixture of chloroformand isopropanol (3 × 5 mL). The combined extract was driedover anhydrous MgSO4 and the solvent was removed in vacuo to yieldthe desired acid.

References:

Gallagher, Ryan;Qudah, Taima;Balle, Thomas;Chebib, Mary;McLeod, Malcolm D. [Bioorganic and Medicinal Chemistry,2021,vol. 51,art. no. 116516]

109-04-6 Synthesis