Extracurricular laboratory: Synthetic route of 658-89-9

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C7H7F3N2O

To a stirred solution of compound AW (4.0 g, 20.83 mmol) in CH3OH (40 mL) was added 2-oxoacetic acid (2.3 mL, 20.83 mmol) at 0 C. The resulting reaction mixture was allowed to warm to RT and stirred for 24 h. After the consumption of starting material (by TLC), the reaction mixture was diluted with H2O (50 mL) and stirred for 5 min. The solid precipitated was filtered and washed with H2O (3×50 mL). The crude solid was purified by silica gel column chromatography (eluting with 30% EtOAc/hexane) to afford compound AX (1.4 g, 6.08 mmol, 29.8%) as pale-yellow solid. 1H NMR (500 MHz, DMSO-d6): delta 12.6 (br s, 1H), 8.25 (s, 1H), 7.78 (s, 1H), 7.60 (d, J=7.0 Hz, 1H), 7.04 (d, J=8.5 Hz, 1H). MS (ESI): m/z 230 [M+H]+.

The synthetic route of 658-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem