Electric Literature of 17288-32-3, 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 17288-32-3 as follows.
A solution of ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate (23 g, 0.12 mol), 2- bromoethanol (37.9 g, 0.303 mol) and triphenylphosphine (79.4 g, 0.303 mol) intetrahydrofuran was cooled to 0 °C . Diisopropyl azodicarboxylate (61.2 g, 0.303 mol) was added drop-wise over 20 minutes and the resulting mixture was warmed to 25 °C and stirred for 18 hours. After the solvent had been removed under reduced pressure, the residue was diluted with ethyl acetate (300 mL) and extracted with aqueous hydrochloric acid (1 M, 3 x 100 mL). The combined aqueous extracts were basified topH 8 – 9 using saturated aqueous sodium carbonate solution, and the resulting mixture was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were concentrated in vacuo; silica gel chromatography (Eluent: 5:1 petroleum ether I ethyl acetate) provided the product as a white solid. Yield: 25 g, 84 mmol, 70percent. H NMR (400 MHz, CDCI3) oe 8.59 (dd, J=4.5, 1.3 Hz, 1 H), 7.81 (br d, J=8.5 Hz, 1 H), 7.50 (br s, 1 H),7.28 (dd, J=8.5, 4.5 Hz, 1H), 4.92 (t, J=6.7 Hz, 2H), 4.42 (q, J=7.2 Hz, 2H), 3.73 (t, J=6.7 Hz, 2H), 1.44 (t, J=7.2 Hz, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17288-32-3, its application will become more common.
Reference:
Patent; PFIZER INC.; CHAPPIE, Thomas Allen; CHANDRASEKARAN, Ramalakshmi Yegna; HELAL, Christopher John; LACHAPELLE, Erik Alphie; PATEL, Nandini Chaturbhai; SCIABOLA, Simone; VERHOEST, Patrick Robert; WAGER, Travis T.; (202 pag.)WO2016/203347; (2016); A1;,
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