General procedure for the synthesis of methyl (2-aminophenyl)acetate from methyl (2-nitrophenyl)acetate:
[00231] A mixture of compounds 1-2 ((2-nitrophenyl)acetic acid methyl ester, 9.75 g, 50 mmol), 10% palladium carbon catalyst (dry, 530 mg, 5 mmol) in methanol (100 mL) was subjected to a hydrogen atmosphere and stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was filtered to remove the palladium-carbon catalyst, and the filtrate was concentrated to afford compound 6-1 ((2-aminophenyl)acetic acid methyl ester, 8.02 g, yield: 97%) as a light yellow oil.
MS (ES): m/z: 166 [M + H].
1H NMR (400MHz, DMSO-d6) δ: 6.94 (m, 2H), 6.64 (d, 1H, J=8.0Hz), 6.51 (m, 1H), 4.88 (s, 2H), 3.59 (s, 3H), 3.52 (s, 2H).
