The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 94220-45-8, name is 5-Chloro-1H-pyrazolo[4,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4ClN3
10786] To a suspension of sodium hydride (94 mg, 2.3 mmol, 60% in mineral oil) in DMF (4.0 mE) was added dropwise a solution of 5-chioro-1 H-pyrazolo[4,3-b]pyridine (0.30 g, 2.0 mmol, J&W Pharmlab) in DMF (1.0 mE). The mixture was stirred for 10 minutes, then benzyl bromide (0.244 mE, 2.05 mmol, Aldrich) was added. Afier 70 minutes, the mixture was quenched by the addition of water and the product was extracted with EtOAc. The combined extracts were washed with water, followed by brine, dried over sodium sulfate, filtered, and concentrated. Flash chromatography, eluting with a gradient from 0-20% EtOAc in hexanes afforded two isomeric products: Peak 1 (first to elute, 1-ben- zyl-5-chloro-1 H-pyrazolo[4,3-b]pyridine): 0.21 g, 44% yield. Peak 2 (second to elute, 2-benzyl-5-chloro-2H-pyra- zolo[4,3-b]pyridine): 0.10 g, 21% yield.Peak 1 (first to elute, 1-benzyl-5-chloro-1H-pyrazolo[4,3-b] pyridine): ?H NMR (500 MHz, CDC13) oe 8.19 (d, J=0.8 Hz, 1H), 7.56 (dd, J=8.8, 0.7 Hz, 1H), 7.38-7.27 (m, 3H), 7.22 (d,J=8.8 Hz, 1H), 7.18 (dd, J=7.7, 1.5 Hz, 2H), 5.59 (s, 2H);LCMS (M+H): 244.1, 246.1.Peak 2 (second to elute, 2-benzyl-5-chloro-2H-pyrazolo[4,3-b]pyridine): ?H NMR (500 MHz, CDC13) oe 8.07 (d, J=0.8 Hz,1H), 8.00 (dd, J=9.0, 0.8 Hz, 1H), 7.41-7.33 (m, 3H), 7.29(dd, J=7.6, 1.7 Hz, 2H), 7.19 (d, J=9.0 Hz, 1H), 5.60 (s, 2H);LCMS (M+H): 244.1, 246.1.
With the rapid development of chemical substances, we look forward to future research findings about 94220-45-8.
Reference:
Patent; Incyte Corporation; Rodgers, James D.; Shepard, Stacey; Wang, Haisheng; Shao, Lixin; US2015/175604; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem