Reference of 68325-15-5 ,Some common heterocyclic compound, 68325-15-5, molecular formula is C6H3ClN2, 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 solution of (lR,3s,5S)-tert-butyl 3-((lr,4R)-4-hydroxycyclohexyloxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (20 mg, 0.061 mmol) in THF (0.615 mL) was added 1M potassium teri-butoxide in THF (73.75 mu?, 73.75 muiotaetaomicron?) was added 3-chloroisonicotinonitrile (10.22 mg, 73.75 muiotaetaomicron?) at room temperature . The reaction mixture was stirred for 16 h and then concentrated. The residue was purified by TLC (silica gel, 50% EtOAc/hexanes) to give the title compound (14.1 mg, 0.033 mmol, 53.7% yield). Exact mass calculated for C24H33N3O4: 427.3, found LCMS m/z = 428.4 [M+H]+; ‘ll NMR (CDCI3 , 400 MHz) delta ppm 1.44-1.75 (m, 8H), 1.47 (s, 9H), 1.87-2.03 (m, 6H), 2.09-2.16 (m, 2H), 3.51-3.58 (m, IH), 3.78-3.87 (m, IH), 4.15-4.33 (m, 2H), 4.57-4.63 (m, IH), 7.45 (d, = 5.0 Hz, IH), 8.32 (d, = 5.0 Hz, IH), 8.47 (s, IH).
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. 68325-15-5, 3-Chloro-4-cyanopyridine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
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