Continuously updated synthesis method about 658-89-9

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference of 658-89-9, The chemical industry reduces the impact on the environment during synthesis 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

Intermediate 73: (Trans)-lambda/-{2-amino-5-[(trifluoromethyl)oxy1phenyl)-3-(2-methylphenyl)-2- oxo-1-oxa-3-azaspiro[4.51decane-8-carboxamide; To a mixture of (trans) 3-(2-methylphenyl)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8- carboxylic acid (Intermediate 72, 150 mg, 0.518 mmol), {2-amino-4- [(trifluoromethyl)oxy]phenyl}amine (prepared in a similar manner to Intermediate 32, 149 mg, 0.778 mmol) and pyridine (0.126 ml, 1.555 mmol) in anhydrous DCM, EDC. HCI was added and the resulting mixture was stirred at room temperature for 1.5 hour. The mixture was diluted with DCM, washed with saturated NaHCO3 solution, dried over Na2SO4 and concentrated under vacuum to give a residue. The residue was purified by silica gel chromatography eluting in gradient from 20% up to 30% Et2ODCM to afford the title compound as yellowish solid (122 mg, 45%). 1 H-NMR (400 MHz, DMSO-d6): delta 1.55-1.70 (m, 2H), 1.70-1.82 (m, 2H), 1.90-2.03 (m, 2H), 2.06-2.17 (m, 2H), 2.20-2.27 (s, 3H), 3.83 (br s, 2H), 5.25 (br s, 2H), 6.46 (d, 1 H), 6.67 (br s, 1 H), 7.21-7.41 (m, 5H), 9.1 1 (br s, 1 H); UPLC-MS: 0.74 min, mz 464 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
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Ether | (C2H5)2O – PubChem