Application of 2-Bromo-4-isopropylpyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1086381-43-2, its application will become more common.

Related Products of 1086381-43-2 ,Some common heterocyclic compound, 1086381-43-2, molecular formula is C8H10BrN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 4: To a vial containing palladium(II) acetate (4.3 mg, 0.019 mmol) and butyldi-1-adamantylphosphine (13.9 mg, 0.039 mmol) was added 1,4-dioxane (300 ul). The vial was evacuated and refilled with Ar (3*). The solution was warmed to 70 C. for 20 minutes. In a separate vial were combined pivalic acid (9.9 mg, 0.097 mmol), cesium fluoride (44 mg, 0.29 mmol), 2-bromo-4-isopropylpyridine (purchased from CombiPhos Catalysts, Inc.) (29 mg, 0.15 mmol), (R)-4-((1-cyclobutylethyl)amino)-7-methyl-3-(4-(trifluoromethyl)benzyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile (40 mg, 0.097 mmol) and 1,4-dioxane (0.5 mL). The mixture was degassed with Ar for 15 minutes, and the catalyst solution was added to the mixture. The resulting mixture was stirred at 130 C. for 3 days. The mixture was cooled to room temperature and concentrated. The residue was dissolved in DCM and purified by silica gel chromatography (0-100% ethyl acetate/hexanes, linear gradient) to give (R)-4-((1-cyclobutylethyl)amino)-2-(4-isopropylpyridin-2-yl)-7-methyl-3-(4-(trifluoromethyl)benzyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile. MS ESI calc’d for C30H31F3N6 [M+H]+ 533. found 533.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1086381-43-2, its application will become more common.

Reference:
Patent; Christopher, Matthew P.; Fradera Llinas, Francesc Xavier; Machacek, Michelle; Martinez, Michelle; Reutershan, Michael Hale; Shizuka, Manami; Sun, Binyuan; Thompson, Christopher Francis; Trotter, B. Wesley; Voss, Matthew E.; Altman, Michael D.; Bogen, Stephane L.; Doll, Ronald J.; US2014/179680; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 2-Bromo-4-isopropylpyridine

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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. 1086381-43-2, name is 2-Bromo-4-isopropylpyridine. A new synthetic method of this compound is introduced below., SDS of cas: 1086381-43-2

To a heat dried flask, phenylboronic acid (319.9 mg, 1.05 equiv., 2.624 mmol), potassium carbonate (1.036 g, 3 equiv., 7.5 mmol) and palladium(ii) acetate (56 mg, 0.1 equiv., 0.24990mmol%) were added. The flask was sealed and vacuumed and backfilled with nitrogen 3 times. Degassed ethanol (11.3 mL, 0.22 1 M) and water (2.8 mL, 0.885 M) were added, followed by 2-bromo-4-isopropyl-pyridine (500 mg, 2.4990 mmol), and the reaction was heated to 80C. The reaction was ran overnight, then was cooled to room temperature, was filtered through silica gel(isopropyl acetate eluting). The crude reaction was concentrated and purified by column chromatography to give a pale yellow oil (118.4 mg, 24% yield). 1H NMR (400 MHz, Chloroform-d) delta 8.58 (d, J = 5.2 Hz, 1H), 8.02 – 7.90 (m, 2H), 7.59- 7.54 (m, 1H), 7.50-7.34 (m, 4H), 7.08 (dd, J = 5.2, 1.6 Hz, 1H), 2.94 (hept, J = 6.9 Hz, 1H), 1.29 (d, J = 7.0 Hz, 6H).

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, 1086381-43-2, 2-Bromo-4-isopropylpyridine.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; BERGERON, Phillipe; BURFORD, Kristen; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HASAN, Abid; LAI, Kwong Wah; LIU, Zhiguo; MCKERRALL, Steven; NGUYEN, Teresa Phuongtram; SAFINA, Brian; SUTHERLIN, Daniel; TAN, Wang Tao; (470 pag.)WO2017/58821; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem