With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16732-64-2,4-Bromo-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.
To a solution of compound 1 (0.36 g, 1.49 mmol, 1 eq) and compound 1A (366.33 mg, 1.49 mmol, 1 eq) in DMF (10 mL) was added HATU (851.82 mg, 2.24 mmol, 1.5 eq), DIEA (579.07 mg, 4.48 mmol, 780.41 uL, 3 eq) stirred at 15C for 16 hrs. LCMS showed the starting material was consumed and the desired MS was detected. The reaction was triturated with water (20 mL) and filtered. The filter cake was triturated with EtOAc (20 mL) and filtered. The filter cake was concentrated to give compound 2 (0.5 g, 1.07 mmol, 71.64% yield) as a yellow solid, which was confirmed. The residue was used directly next step without purification. LCMS: RT = 1.345 min, MS cal.: 467.32, [M+H] + = 468.7. 1H NMR (400MHz, DMSO-d6) d ppm 12.06 (s, 1H), 9.23 (s, 1H), 7.54 – 7.44 (m, 3H), 7.43 – 7.36 (m, 3H), 7.30 (d, J = 6.8 Hz, 1H), 7.17 – 7.10 (m, 1H), 6.72 (d, J = 2.0 Hz, 1H), 4.38 – 4.20 (m, 2H), 3.57 (br s, 2H), 2.14 – 1.96 (m, 2H), 1.89 (br d, J = 13.2 Hz, 2H).
As the paragraph descriping shows that 16732-64-2 is playing an increasingly important role.
Reference£º
Patent; KLEO PHARMACEUTICALS, INC.; BUNIN, Anna; IBEN, Lawrence G.; MANION, Douglas; SPIEGEL, David Adam; WELSCH, Matthew Ernest; (397 pag.)WO2019/136442; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles