Synthetic Route of 944401-56-3 ,Some common heterocyclic compound, 944401-56-3, molecular formula is C6H4BrF3N2, its 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.
To a mixture of 5-bromo-4-(trifluoromethyl)-pyridin-2-amine (6, 7.47 g, 31 mmol) and DMAP (366 mg, 3.0 mmol) in CH2Cl2 (120 mL) were added triethylamine (8.6 mL, 62 mmol) followed by di-tert-butyl dicarbonate (7.6 mL, 33 mmol) at 0 C. The reaction mixture was stirred at rt for 5 h. The organic solution was washed with water and brine, dried over MgSO4. The organic solvent was removed, and the residue was purified by silica gel chromatography with 1:20 EtOAc/PE to give 7 as white solid (6.67 g, 92% yield, Rf = 0.56 in 1:10 EtOAc/PE). 1H NMR (400 MHz, CDCl3) delta: 9.07 (s, 1H), 8.58 (s, 1H), 8.42 (s, 1H), 1.58 (s, 9H). 13C NMR (100 MHz, CDCl3) delta: 152.3, 152.1, 151.7, 139.4 (q, J = 33 Hz), 121.7 (q, 1JCF = 275 Hz), 110.9 (q, J = 6 Hz), 108.9, 82.3, 28.3. MS (ESI + APCI) m/z: 341.0 [M-H]-, 343.0 [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. 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Peng, Wei; Tu, Zheng-Chao; Long, Zi-Jie; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 644 – 654;,
Pyridine – Wikipedia,
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