The origin of a common compound about 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde

At the same time, in my other blogs, there are other synthetic methods of this type of compound,728034-12-6, 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Application of 728034-12-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 728034-12-6, name is 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde. A new synthetic method of this compound is introduced below.

EXAMPLE 1; Preparation of 4-(3-methylphenyl)aminopyridine-sulfonamide; 2L three-neck flask, equipped with a mechanical stirrer, thermometer and condenser, was charged with water (500 ml) and 4-chloro-3- pyridinesulfonamide hydrochloride (100g, 0.44 mol). To this suspension was added m-toluidine (49.2 ml, 0.46 mol) at room temperature. The reaction mixture was heated to 90C for a minimum period of 3 h. The progress of the reaction was followed by HPLC. After completion, the mixture was cooled to room temperature. The pH of the reaction was then adjusted carefully to pH 7-8 with sat. NaHC03 (ca. 1.1 l). The product was precipitated out and isolated by vacuum filtration as beige solid (126.2 g wet weight). The product was then dissolved in MeOH (1.0 l) at room temperature and charged with Darco KB (25g). The solution was refluxed for 0.5 h and then filtered through a patch of celite to remove Darco KB, while still hot, and rinsed with hot MeOH (200 ML). The filtrate was then charged with water (1.2 l) and stirred for a minimum of 1 h at room temperature. The product, which had precipitated out, was isolated by vacuum filtration to obtain a solid 106.3 g (92% wet weight =>99.8% purity a/a). 1H NMR (d6-DMSO) ; 2.30 (s, 3H), 7.00-7. 15 (m. 5H), 7.32 (m, 1H), 7.75 (brs, 1.5H), 8.05 (brs, 0.5H), 8.25 (d, 1H), 8.68 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,728034-12-6, 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; TORCAN CHEMICAL LTD.; WO2004/89904; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem