These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 658-89-9, its application will become more common.
Some common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 4-(Trifluoromethoxy)benzene-1,2-diamine
Intermediate 67: Mixture of (trans)-N-{2-amino-4-r(trifluoromethyl)oxylphenyl)-2-oxo-3-(3- pyridinyl)-1-oxa-3-azaspiror4.5ldecane-8-carboxamide and (trans)-N-{2-amino-5- [(trifluoromethvDoxyiphenvD^-oxo-S-O-pyridinvD-i-oxa-S-azaspiroK.deltaidecane-delta- carboxamide; Lithium (trans)-2-oxo-3-(3-pyridinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (Intermediate 66, 75 mg, 0.251 mmol) and EDC (77 mg, 0.401 mmol) were suspended in pyridine (2 ml) and stirred for 30 min. 4-[(trifluoromethyl)oxy]-1 ,2-benzenediamine (Intermediate 32, 72.2 mg, 0.376 mmol) was then added and the resulting dark solution was stirred overnight at r.t. Solvent was removed under vacuum, taken up with DCM (20 ml) and washed with saturated NaHCO3 solution (2X5 ml). The organic phase was concentrated under vacuum to afford a crude oil. The crude was purified by flash chromatography on Biotage SP1 (25+M column, NH cartridge) eluting in gradient with CyclohexaneEtOAc. The title compound was eluted with 100% EtOAc and recovered as colourless solid (60 mg) as mixture of regioisomers with unknown ratio. 1 H-NMR (400 MHz, CD3OD): delta 8.88 (br s, 2H), 8.34-8.32 (m, 2H), 8.13 (dq, 2H), 7.50-7.45 (m, 2H), 7.18-7.14 (m, 2H), 6.97-6.95 (m, 1 H), 6.75-6.73 (m, 1 H), 6.58-6.53 (m, 2H), 3.74 (s, 4H), 2.68-1.68 (m, 18 H); UPLC-MS: 0.60 min, mz 226 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 658-89-9, its application will become more common.
Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
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