Application of 23688-89-3, A common heterocyclic compound, 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.
6-Chloro-N-cyclobutylpyrazine-2-carboxamide: To a suspension of 6-chloropyrazine-2-carboxylic acid (100 mg, 0.631 mmol), HATU (288 mg, 0.757 mmol), and cyclobutanamine (49 mg, 0.69 mmol) in DMF (1.26 mL) at 0 C was added DIEA (220 pi, 1.26 mmol) and the resulting mixture was stirred at rt for 2 h. The volatiles were removed under reduced pressure. The residue was purified via silica gel chromatography (0 – 100 % EtOAc in hexanes) to give the title compound (84 mg, 63%) as an off-white solid. MS (ES+) C9H,0C1N30 requires: 211, found: 212 [M+Hf?. ?H NMR (600 MI-Tz, Chloroform-d) oe 9.28 (s, 1H), 8.75 (s, 1H), 7.72 (s, 1H), 4.66 – 4.53 (m, 1H), 2.50 – 2.38 (m, 2H), 2.13 – 1.98 (m, 2H), 1.87- 1.73 (m, 2H)
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; TESARO, INC.; JONES, Philip; CZAKO, Barbara; BURKE, Jason P.; CROSS, Jason; LEONARD, Paul Graham; (208 pag.)WO2018/81276; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem