Synthetic Route of 147071-00-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 147071-00-9 as follows.
To a stirred solution of methyl 1 AY-pyrrolo[2,3-c]pyridine-5-carboxylate (15.Og, 85.1 mmol) in DMF (120 mL) at 1O0C under a nitrogen atmosphere was added sodium hydride (3.75 g, 60% in mineral oil, 93.7 mmol) in three portions over 5 min. The slurry became a homogeneous solution. After 130 min at 10 0C, 4- fluorobenzyl bromide (0.6Og, 2.89 mmol) was added at such a rate that the temperature did not exceed 15 0C. The resulting mixture was stirred for 2.5 hours at ambient temperature, quenched with water (12OmL), and extracted with ethyl acetate (3 x 30 mL). The combined organic extracts were washed with water (2 x 30 mL), dried over sodium sulfate, filtered, concentrated under reduced pressure and purified by flash chromatography. Elution with hexane:ethyl acetate (2:1) provided the title compound as a white solid (21.3 g, 88% yield). 1H NMR (300 MHz, DMSO-D6) delta, ppm: 3.84 (s, 3H), 5.59 (s, 2H), 6.73 (d, J=2.Q Hz, 1H), 7.15 (t, J=8.9 Hz, 2H), 7.34 (dd, J=8.3, 5.7 Hz, 2H), 7.87 (d, J=2.8 Hz, 1 H), 8.3 (s, 1 H), 8.97 (s, 1 H). LCMS (APCi, M+H+): 285.3.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,147071-00-9, its application will become more common.
Reference:
Patent; PFIZER INC.; WO2006/27694; (2006); A1;,
Pyridine – Wikipedia,
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