Category: 136117-74-3

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,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 136117-74-3, name is Imidazo[1,2-a]pyridine-8-carbaldehyde, the common compound, a new synthetic route is introduced below. COA of Formula: C8H6N2O

Preparation of ethyl imidazopyridine propenoate (According to the Literature Method: Chezal, J. M. and al. J. Org. Chem. 2001, 66, 6576-6584).Ethyl azidoacetate (1.81 g, 14.0 mmol) was added dropwise at -30 C. to a stirred solution containing sodium (0.20 g, 8.70 mmol) in dry ethanol (10 mL). To this solution was added dropwise a solution of aldehyde 4 (1.00 mmol) in dry ethanol (8 mL). The reaction mixture was returned back room temperature and stirred for 3 h (CAUTION: an exothermic reaction can take place, with gas expansion). The solution was poured into aqueous saturated ammonium chloride solution (30 mL) and then extracted with CH2Cl2. The organic layers were dried (Na2SO4), filtered and evaporated in vacuo. The crude product was purified by chromatography using CH2Cl2 as eluent to afford the azide derivative 6; Example 35 Ethyl alpha-azido-beta-(imidazo[1,2-a]pyridin-8-yl)propenoate (6a) From 4a (yield: 10%); mp: 150-152 C.; IR (KBr) 2100, 1700, 1600, 1280 cm-1; 1H NMR (400 MHz, CDCl3) delta 1.41 (t, 3H, J=7 Hz), 4.39 (q, 2H, J=7 Hz), 6.83 (t, 1H, J=7 Hz), 7.57 (d, 1H, J=1 Hz), 7.61 (d, 1H, J=1 Hz), 7.76 (s, 1H), 8.06 (dd, 1H, J=7, 1 Hz), 8.17 (dd, 1H, J=7, 1 Hz). MS m/z 257 (M+, 1), 229 (61), 183 (100), 155 (31), 129 (23), 104 (14). Further elution gave 8-methylimidazo[1,2-a]pyridine (yield: 10%-Kaiser, C. and al. J. Med. Chem. 1992, 35, 4415-4424).

The synthetic route of 136117-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universite D’Auvergne Clermont 1; Universite Francois Rabelais Tours; Katholieke Universiteit Leuven; US2010/93781; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 136117-74-3, name is Imidazo[1,2-a]pyridine-8-carbaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 136117-74-3

Intermediate 5 : ci&3-( Imidazol” 1.2-al pyridin-8-ylmethyl)amino”|cyclobuta nolTo an emulsion of s-3-aminocyclobutanol hydrochloride (1.254g, 10.15mmol) in DCM (15mL) was added MeOH (60mL), imidazo[l,2-a]pyridine-8-carbaldehyde (1.5g, 10.26mmol) and DIPEA (2mL, 11.45mmol) and the reaction mixture stirred at room temperature under nitrogen for 10 minutes. Sodium triacetoxyborohydride (5.4g, 25.5mmol) was then added and the reaction mixture stirred under nitrogen for 18 hours and then concentrated in vacuo. The residue was dissolved in DCM (200mL), aqueous sodium hydroxide (2M, 200mL) was added and the mixture was stirred at room temperature for 1 hour. The layers were separated and to the aqueous phase was added sodium hydroxide pellets (ca. 5g) which was then extracted with 3:1chloroform sopropanol (2 x 500mL). The combined organic extracts were dried using a hydrophobic frit, evaporated in vacuo and the residue was dissolved in DCM and purified on a silica cartridge (lOOg) using a 0-25% methanol-DCM gradient over 60 min. The product containing fractions were combined and evaporated in vacuoto give the title compound as an orange oil (2.3g).LCMS (System B): tier = 1.33 min; MH+ 218

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 136117-74-3, Imidazo[1,2-a]pyridine-8-carbaldehyde.

Reference:
Patent; GLAXO GROUP LIMITED; BIGGADIKE, Keith; BRAVI, Gianpaolo; CHAMPIGNY, Aurelie Cecile; COE, Diane Mary; NEEDHAM, Deborah; TAPE, Daniel Terence; WO2012/139963; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem