op7b00177_si_001.pdf (371.17 kB)
Concise Synthesis of Key Intermediates of Pyriftalid and Paquinimod via Hydrogenation Method
journal contribution
posted on 2017-08-21, 18:13 authored by Zhong Li, Bing Li, An-Jiang Yang, Fu-Li ZhangAn efficient and scalable synthesis
of 7-amino-3-methylisobenzofuran-1(3H)-one
(1) and 2-amino-6-ethylbenzoic acid
(2) has been developed via a one-step catalytic hydrogenation.
The triethylammonium salt of 2-acetyl-6-nitrobenzoic acid was used
as the starting material and 1 was prepared in a biphasic
solvent system of toluene/H2O, while 2 was
obtained when the solvent was replaced with H2O. Intermediates 1 and 2 could be used to synthesize Pyriftalid
and Paquinimod, respectively.