Synthesis of 5-(ethylsulfonyl)-2-methoxyaniline: An important pharmacological fragment of VEGFR2 and other inhibitors

• Miroslav Murár,
• Gabriela Addová and
• Andrej Boháč

Beilstein J. Org. Chem. 2013, 9, 173–179, doi:10.3762/bjoc.9.20

• -(ethylsulfonyl)-2-methoxy-1,3-dinitrobenzene (4a) have been precisely physicochemically characterised. Keywords: angiogenesis; pharmacophoric ligand; synthesis of 5-(ethylsulfonyl)-2-methoxyaniline; VEGFR2 tyrosine kinase inhibitors; Introduction 5-(Ethylsulfonyl)-2-methoxyaniline (5) is a starting material

• % yield [10]. The synthesis of 5-(ethylsulfonyl)-2-methoxyaniline (5) can be utilized for the development of biologically active compounds as well as for different synthetic purposes. Experimental 1H and 13C NMR spectra were recorded on Varian Gemini (300 MHz and 75 MHz, respectively), chemical shifts are

• (SO2CH2), 7.5 (SO2CH2CH3); ESIMS m/z: 290.1 [M]−; Anal. calcd for C9H10N2O7S (290.25): C, 37.24; H, 3.47; N, 9.65; S, 11.05; found: C, 36.89; H, 3.50; N, 9.15; S, 10.97%. Synthesis of 5-(ethylsulfonyl)-2-methoxyaniline (5). 4-(Ethylsulfonyl)-1-methoxy-2-nitrobenzene (4) 6.38 g (26.0 mmol, 1.00 equiv) was