Adding a certain compound to certain chemical reactions, such as: 183208-22-2, 5-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 183208-22-2, blongs to pyridine-derivatives compound. SDS of cas: 183208-22-2
[0654] To a stirred solution of 5-bromo-1-methyl-1H-pyrrolo [2, 3-bj pyridine (350 mg, 3 mmol) in 1,4-dioxane: water (4:1, 2.5 mL) at room temperature under an argon atmosphere were added lithium hydroxide (445 mg, 10 mmol), cyclopropylboronic acid (455 mg, 5 mmol) and Pd(dppf)2C12 (193 mg, 0.26 mmol). The reaction mixture was stirred at 120 C for 4 h in a sealed tube. After consumption of starting material (by TLC), the reaction mixture was filtered, the filtrate was diluted with water (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 10- 20% EtOAc: Hexane to afford 5-cyclopropyl-1-methyl-1H-pyrrolo [2, 3-bj pyridine (120 mg, 26%) as colorless liquid. ?H NMR (CDC13,. 400 MHz): 8.20 (s, 1H), 7.56 (s, 1H), 7.13 (d, 1H), 6.36 (d, 1H), 3.87 (s, 3H), 2.05-2.02 (m, 1H), 1.00-0.94 (m, 2H), 0.73-0.68 (m, 2H); LCMS: 62.8%; 172.8 (M+1); (column; Ascentis Express C-18 (50 x 3.0 mm, 2.7 jtm); RT 1.97 mm; mobile phase: 0.025% Aq TFA+5% ACN: ACN+5% 0.025% Aq TFA; T/B%:0.01/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: 20% EtOAc/ Hexane (R1: 0.5).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-22-2, its application will become more common.
Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Pyridine – Wikipedia,
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