Adding a certain compound to certain chemical reactions, such as: 136117-74-3, Imidazo[1,2-a]pyridine-8-carbaldehyde, 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, 136117-74-3, blongs to pyridine-derivatives compound. Formula: C8H6N2O
[0167] To a solution of dimethyl 3-oxo-l ,3-dihydroisobenzofuran-l-ylphosphonate (610 mg, 2.4 mmol), imidazo[l,2-a]pyridine-8-carbaldehyde (350 mg, 2.4 mmol, lequiv.) in THF ( 5 mL) was added Et3N (0.33 mL 2.4 mmol). The mixture was stirred at rt for 48 h. The precipitation was filtered off and washed with EtOAc. The filtrate was concentrated to give 3-(imidazo[l,2-a]pyridin-8-ylmethylene)isobenzofuran-l(3H)-one(400 mg, 64%>) as a yellow solid. Small crude sample (-20 mg ) was purified on RP-HPLC with CCN and water as eluent to separated the E/Z isomers (10 mg, 7 mg). NMR(400 MHz, CD3OD) Z-form: delta= 8.52 (d, 1 H), 7.95-7.91 (m, 2 H), 7.62-7.54 (m, 4 H), 7.52-7.48 (m, 1 H), 7.09 (s, 1 H), 7.04 (t, 1 H) E-form: delta= 8.38 (d, 1 H), 8.15 (d, H), 8.05 (d, 1 H), 7.95 (d, 1 H), 7.90-7.84 (m, 2 H), 7.67 (t, 1 H), 7.64 (s, 1 H), 7.33 (s, 1 H), delta 7.05 (t, 1 H). LRMS (M+H+) m/z 263.1
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,136117-74-3, its application will become more common.
Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102142; (2013); A1;,
Pyridine – Wikipedia,
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