Category: 1189169-37-6

Electric Literature of 1189169-37-6, 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.1189169-37-6, name is 1-(5-Bromopyrimidin-2-yl)ethanone, molecular formula is C6H5BrN2O, molecular weight is 201.02, as common compound, the synthetic route is as follows.

At -78 C, n-butyllithium (2.5 M, 4.38 mL, 10.94 mmol) was added to a THF (99 mL) solution containing N,N-bis(2,4- dimethoxybenzyl)ethanesulfonamide (4.07 g, 9.95 mmol, prepared following the procedure described in Example 467.0 employing2,4-methoxybenzylamine and 2,4- methoxybenzaldehyde). The resulting mixture was stirred for 30 min at -78 C. Next, a THF solution of 1-(5-bromopyrimidin-2-yl)ethanone (2.0 g, 9.95 mmol) was added at -78 C. Stirring was continued at -78 , and then the reaction was allowed to slowly warm to RT and stirred overnight. The reaction was then quenched with a saturated aqueous ammonium chloride solution and extracted with EtOAc (3 x 100 mL). After concentration, the product thus obtained was purified on silica eluting with a hexanes/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated in vacuo to give the title compound. LCMS-ESI (pos.) m/z: 629.9 (M+H2O).

Statistics shows that 1189169-37-6 is playing an increasingly important role. we look forward to future research findings about 1-(5-Bromopyrimidin-2-yl)ethanone.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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, Recommanded Product: 1-(5-Bromopyrimidin-2-yl)ethanone, blongs to pyrimidines compound. Recommanded Product: 1-(5-Bromopyrimidin-2-yl)ethanone

At -78 C, n-butyllithium (2.5 M, 0.294 mL, 0.735 mmol) was added to a THF (7.35 mL) solution containing Example 369.0. The resulting mixture was stirred 30 mm at -78 C. Next, a THF solution of 1-(5-bromopyrimidin-2-yl)ethanone (0.208 g, 1.04 mmol) was added at -78C. The reaction was continued at -78 C and allowed to slowly warm to room temp and stirred overnight. The reaction was then quenched with a saturated solution of NH4C1 and extracted with EtOAc (3×1 00 mL). After concentration by solvent removal from the combined organic layers, the reaction was purified on silica eluting with a hexane/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated in vacuo. The material was then subjected to the reaction conditions described in Example 229.2 to deliver the desired compound. LCMS-ESI (pos.) m/z:695.0, 697.0 (M+H)t

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

a) Preparation of Int. 288 The mixture of l-(5-bromo-2-pyrimidinyl)-ethanone (10 g; 50 mmol) and N-(2- aminoethyl)-carbamic acid, 1,1-dimethylethyl ester (8 g; 50 mmol) was stirred in TFE (60 ml). Then NaBH4 (5.675g;150 mmol) was added and the mixture was stirred under r.t. After completion of the reaction, the mixture was filtered and the residue was washed with TFE (2 mL). The solvent was distilled off. The crude product was purified by column chromatography on silica gel (eluent: PE/EtOAc 2/1). The product fractions were collected and the solvent was evaporated to Int. 288 (7 g; 40 %).

The synthetic route of 1189169-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; DIELS, Gaston, Stanislas, Marcella; SCHOENTJES, Bruno; VERSELE, Matthias, Luc, Aime; BERTHELOT, Didier, Jean-Claude; WILLEMS, Marc; VIELLEVOYE, Marcel; SOMMEN, Francois, Maria; WROBLOWSKI, Berthold; MEERPOEL, Lieven; WO2015/150557; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1189169-37-6, name is 1-(5-Bromopyrimidin-2-yl)ethanone. A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(5-Bromopyrimidin-2-yl)ethanone

E. 6-(5-bromopyrimidin-2-yl)pyridazin-3(2H)-one To a 50 mL 1 neck flask equipped with magnetic stirrer, nitrogen inlet and thermometer was charged 0.22 grams (g) of 1-(5-bromopyrimidin-2-yl)ethanone (1.09 mmol), 0.17 g (1.1 mmol) glyoxylic acid, and 2.5 mL of methanol and 2.5 mls of water. To this solution was added 0.3 g (2.2 mmol) of potassium carbonate. The reaction was stirred overnight at room temperature. Methanol was then concentrated under vacuum on a rotary evaporator, and the resulting aqueous solution was washed twice with 5 mls of methylene chloride. To the aqueous solution was then added 0.6 mls of acetic acid and 0.07 g (1.4 mmol) of hydrazine monohydrate. This solution was refluxed for 2 hours, then cooled at 5 C. The resulting solid was collected by vacuum filtration to afford 30 mg of a brown solid which was consistent with the target compound upon analysis by NMR. The NMR data is as follows: 300 MHz 1H NMR (CDCl3, TMS=0 ppm) 2.75 (s, 3H); 9.00 (s 2H).

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, 1189169-37-6, 1-(5-Bromopyrimidin-2-yl)ethanone.

Reference:
Patent; DOW AGROSCIENCES LLC; US2009/253708; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1189169-37-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1189169-37-6, name is 1-(5-Bromopyrimidin-2-yl)ethanone, molecular formula is C6H5BrN2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-Bromo-2-(1,1-difluoroethyl)pyrimidine 1-(5-bromopyrimidin-2-yl)ethanone (304 mg, 1.514 mmol) in anhydrous DCM (50 ml), under nitrogen, was treated w Diethylaminosulfur trifluoride (1220 mg, 1 ml, 7.57 mmol). After 12 hours of stirring additional Diethylaminosulfur trifluoride (610 mg, 0.5 ml, 3.75 mmol) was added. This was repeated again after 24 hours, Diethylaminosulfur trifluoride (610 mg, 0.5 ml, 3.75 mmol). After 36 hours the reaction was quenched with sat. NaHCO3 and extracted with AcOEt, washed with Brine and dried over Na2SO4, filtered and concentrated. The reaction was purified by column chromatography on silica gel (petroleum ether: EtOAc=1:0 to 0:1) to afford 5-bromo-2-(1,1-difluoroethyl)pyrimidine (298 mg, 88% yield). 1H NMR (CDCl3 500 MHz): delta 8.92 (s, 21-1), 2.08 (t, 2H).

According to the analysis of related databases, 1189169-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; US2014/107335; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia