Category: 109240-30-4

Electric Literature of 109240-30-4, 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. 109240-30-4, name is 1-(4-Bromophenyl)cyclopropanol. A new synthetic method of this compound is introduced below.

General procedure: An argon-degassed solution of cyclopropanol 1 (1 equiv) in t-BuOH (0.02 M) was added dropwise over 2 h to an argondegassed,stirred solution of 2-isocyano biphenyl 2 (2 equiv)and manganese(III) acetylacetonate (2.2 equiv) in t-BuOH(0.042 M) at 26 C. The resulting solution (0.01 M with respectto the cyclopropanol) was stirred for an additional 5 min beforethe solvent was removed under reduced pressure, and theresulting residue purified by flash chromatography to yield thedesired 2-substituted phenanthradine 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109240-30-4, 1-(4-Bromophenyl)cyclopropanol, and friends who are interested can also refer to it.

Reference:
Article; Davis, Dexter C.; Haskins, Christopher W.; Dai, Mingji; Synlett; vol. 28; 8; (2017); p. 913 – 918;,
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Adding a certain compound to certain chemical reactions, such as: 109240-30-4, 1-(4-Bromophenyl)cyclopropanol, 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, 109240-30-4, blongs to alcohols-buliding-blocks compound. Formula: C9H9BrO

A 5-mL vial was charged with N,N-bis(4-methoxybenzyl)-5-(((3S)-3-(l- propyn-l-yl)-l-piperazinyl)sulfonyl)-2-pyridinamine (0.128 g, 0.246 mmol, Intermediate C), RuPhos palladacycle/RuPhos (1 : 1) (0.033 g, 0.028 mmol, Strem Chemical Inc., Newburyport, MA), l-(4-bromophenyl)cyclopropanol (0.0903 g, 0.424 mmol, Bioorg. Med. Chem. Lett., 2010, 20, 887), sodium 2-methylpropan- 2-olate (0.0702 g, 0.730 mmol, Strem Chemical Inc., Newburyport, MA) and 1,4- dioxane (2 mL). The mixture was degassed by bubbling Ar through the mixture for 5 min. The vial was sealed and the mixture was heated at 100 C for 55 min. The reaction mixture was partitioned between water (20 mL) and EtOAc (20 mL). The aqueous phase was extracted with EtOAc (20 mL). The combined organic phases were washed with saturated aqueous sodium chloride (40 mL). The organic phase was dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (25 g of silica, 0 to 50% EtOAc in hexanes) to afford 0.0139 g of light yellow residue. A 5 mL microwave vial was charged with this residue (0.0139 g, 0.021 mmol), and TFA (0.5 mL). Trifluoromethanesulfonic acid (0.025 mL, 0.28 mmol, Alfa Aesar, Ward Hill, MA) was added and the mixture was stirred at room temperature for 5 min. Solid NaHC03 was added followed by aqueous saturated NaHC03. The aqueous phase was extracted with EtOAc (2 x 3 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (10 g of silica, 30 to 90% EtOAc in hexanes) to afford l-(4- ((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-( 1 -propyn- 1 -yl)- 1 – piperazinyl)phenyl)-l-propanone (0.0070 g) as a white solid. 1H NMR (300MHz, CD3OD) delta ppm 8.30 (d, J= 2.3 Hz, 1 H), 7.89 (d, J= 9.1 Hz, 2 H), 7.73 (dd, J= 2.5, 9.1 Hz, 1 H), 7.00 (d, J= 9.1 Hz, 2 H), 6.61 (d, J = 8.9 Hz, 1 H), 4.78 (br. s., 1 H), 3.82 – 3.61 (m, 3 H), 3.24 (br. s., 1 H), 2.95 (q, J = 7.3 Hz, 2 H), 2.73 (dd, J= 3.2, 11.5 Hz, 1 H), 2.57 (dt, J= 3.1, 11.7 Hz, 1 H), 1.75 (d, J= 2.2 Hz, 3 H), 1.15 (t, J= 7.3 Hz, 3 H). m/z (ESI, +ve ion) 413.2 (M+H)+. GK-GKRP IC50 (Binding) = 0.353 muMu.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109240-30-4, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; FOTSCH, Christopher H.; KUNZ, Roxanne K.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; SIEGMUND, Aaron C.; ST. JEAN, JR., David J.; TAMAYO, Nuria A.; YANG, Kevin C.; WO2014/35872; (2014); A1;,
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Synthetic Route of 109240-30-4, 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. 109240-30-4, name is 1-(4-Bromophenyl)cyclopropanol. A new synthetic method of this compound is introduced below.

General procedure: An argon-degassed solution of cyclopropanol 1 (2 equiv) in t-BuOH (0.0625 M) was added dropwise over 3 h to an argondegassed,stirred solution of acrylamide 4 (1 equiv) and manganese(III) acetylacetonate (2.2 equiv) in t-BuOH (0.114 M) at 26C. The resulting solution (0.03 M with respect to the cyclopropanol)was stirred for an additional 5 min before the solventwas removed under reduced pressure and the resulting residuepurified by flash chromatography to yield the desired oxindole.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109240-30-4, its application will become more common.

Reference:
Article; Davis, Dexter C.; Haskins, Christopher W.; Dai, Mingji; Synlett; vol. 28; 8; (2017); p. 913 – 918;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.109240-30-4, name is 1-(4-Bromophenyl)cyclopropanol, molecular formula is C9H9BrO, molecular weight is 213.0712, as common compound, the synthetic route is as follows.HPLC of Formula: C9H9BrO

1-(4-bromophenyl)cyclopropanol (250 mg, 1.17 mmol), potassium acetate (177 mg, 1.8 mmol), Bis(Pinacolato)Diboron (449 mg, 1.77 mmol), and Dichloro 1,1-bis(diphenylphosphino)ferrocene palladium(II) dichloromethane (44 mg, 0.06 mmol) were added to a flask and system was placed under argon. Reagents were taken up in dioxane (10 mL) and system was again evacuated and placed under argon. Mixture was heated at 100 C. for 17 hours. After cooling to room temperature, mixture was filtered over celite, washing with ethyl acetate. Filtrate was concentrated under reduced pressure and resulting residue was purified via silica gel column chromatography (0-50% ethyl acetate in hexanes) to yield 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanol 7.63.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109240-30-4, 1-(4-Bromophenyl)cyclopropanol, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
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