Brief introduction of 6-Chloro-2-(trifluoromethyl)pyrimidin-4-amine

Electric Literature of 1480-66-6 ,Some common heterocyclic compound, 1480-66-6, molecular formula is C5H3ClF3N3, 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.

Key Intermediate 5 fljit-5″): (6-Chloro-24rifluoromethyl-pyrimidin-4-ylV[“5-(3-ethoxy- benzenesulfonyl)-thiazol-2-vn-amine[0114] A mixture of 4-amino-6-chloro-2-trifluoromethyl-pyrimidine [(Inoue, S. et al, J.Org. Chem., 1961, 26, 4504) 185 mg, 0.94 mol] and NaH (60% dispersion in mineral oil, 40 mg, 1.0 mmol) in DMF (4.0 mL) was stirred, under Ar, at RT for 30 min. A solution of Intl -A (326 mg, 0.94 mmol) in DMF (2.0 mL) was added. The reaction mixture was stirred at RT for 30 min and was heated at 55 0C for Ih. Additional NaH (60% dispersion in mineral oil, 20 mg, 0.05 mmol) was added, and the reaction mixture was heated at 55 0C overnight. Additional NaH (60% dispersion in mineral oil, 20 mg, 0.05 mmol) was added, and the reaction mixture was heated at 55 0C for 1 h. The reaction mixture was cooled to RT and partitioned between EtOAc (ca. 100 mL) and water (ca. 25 mL). The layers were separated and the organic phase was washed with saturated aqueous NaCl (I x 100 mL), dried (Na2SO4), and concentrated under reduced pressure to give an oil. This oil was purified by flash chromatography, elution with 25-75% EtOAc in hexanes, to give Int-5 (182 mg, 42%) as a foam. LCMS (m/z): 465, 467 (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. 1480-66-6, 6-Chloro-2-(trifluoromethyl)pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ICAGEN, INC.; WO2007/75852; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia