Related Products of 885276-93-7 ,Some common heterocyclic compound, 885276-93-7, molecular formula is C10H9BrN2O2, 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.
Synthesis of fR)-ethyl 5-(2-(3-cvano-5-fluoroDhenyl)-4A-difluoroDyrrolidin-1- yl)pyrazolo[1,5-alpyridine-3-carboxylate (X-8)[000304] A N2 purged flask was charged with ethyl 5-bromopyrazolo[1 ,5-a]pyridine-3- carboxylate (100 mg, 0.37 mmol), palladium acetate (1 .7 mg, 7 muiotaetaomicronIota), xantphos (7 mg, 1 1 muiotaetaomicronIota), cesium carbonate (170 mg, 0.52 mmol), 1 ,4-dioxane (0.5 ml_) and (R)-3- (4,4-difluoropyrrolidin-2-yl)-5-fluorobenzonitrile (I-24) (84 mg, 0.37 mmol). The contents were heated to 140 C for 1 hour under microwave irradiation. Upon cooling to room temperature the reaction was partitioned with EtOAc and water. The organic layer was washed with water, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude product was purified by column chromatography on silica gel with EtOAc/hexanes gradient as eluant to yield (R)-ethyl 5-(2-(3-cyano-5- fluorophenyl)-4,4-difluoropyrrolidin-1 -yl)pyrazolo[1 ,5-a]pyridine-3-carboxylate (X-8). 1 H NMR (400MHz, CDCI3) delta 8.26 (d, J = 7.6 Hz, 1 H), 8.24 (s, 1 H), 7.38 (s, 1 H), 7.33 – 7.29 (m, 1 H), 7.25 -7.21 (m, 1 H), 6.93 (d, J = 2.8 Hz, 1 H), 6.19 (dd, J = 2.8, 7.6 Hz, 1 H), 5.14 (dd, J = 4.4, 9.2 Hz, 1 H), 4.34 – 4.25 (m, 2 H), 4.25 – 4.16 (m, 1 H), 4.05 – 3.93 (m, 1 H), 3.14 – 2.98 (m, 1 H), 2.53 – 2.42 (m, 1 H), 1 .34 (t, J = 7.2 Hz, 3 H). MS m/z 415.1 (M+1 )+.
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. 885276-93-7, Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; IRM LLC; MOLTENI, Valentina; FAN, Yi; LOREN, Jon; SMITH, Jeffrey M.; FLATT, Brenton T.; WO2012/116217; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem