With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-08-7,5-Methoxybenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.
To a stirred solution of tert-butyl (l -aminopiperidin-4-yl)carbamate (224 mg, 1 04 mmol, 1.0 equiv) in DMF (5 mL) was added HATU (790 mg, 2 08 mmol, 2.0 equiv) at RT and stirred for 10 minutes. Then 5-methoxybenzofuran-2 -carboxylic acid (200 mg, 1.04 mmol, 1.0 equiv) was added followed by the addition of DIPEA (0.6 ml,, 3.12 mmol, 3 0 equiv). The resulting reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. the reaction mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL c 2). The combined organic layer was washed with water (30mL), brine solution (30 mL x 2), dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain tert-butyl (l-(5-methoxybenzofuran-2-carboxamido)piperidin-4-yl)carbamate (300 mg, 74 % Yield) as an off white solid. LCMS 390.2 | M 1 1 | ; N .MR (400 MHz, DMSQ-tie) 6 9.62 (s, 1 H), 7.53 (d, .7=8 77 Hz, 1 H), 7.44 (s, 1 H), 7.24 (br s, 1 H), 6.97 – 7.08 (m, 1 H), 6 84 (d, .7=6 58 Hz, 1 H), 3.79 (s, 3 H), 3.23 (br s , 1 H), 2.95 (d, .7=10 09 Hz, 2 H), 2.62 – 2 81 (m, 2 H), 1.74 (d, 7=9.65 Hz, 2 H), 1.53 (d, ./ 10.52 Hz, 2 H), 1.38 (s, 9 H).
As the paragraph descriping shows that 10242-08-7 is playing an increasingly important role.
Reference£º
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem