Category: 62802-42-0

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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, 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. name: 2-Chloro-5-fluoropyrimidine

Example 1134-13-amino-4-(tetrahydro-2H-pyran-4-yloxy)-1H-indazol-6-ylj-2-14-(5-fluoropyrimidin-2-yl)piperazin-1-ylj -N-methylbenzamideA solution of product from Example 112 (238.7 mg, 0.53 mmol), 2-chloro-5- fluoropyrimidine (196.3 mg, 1.481 mmol) and triethylamine (0.15 mL, 1.08 mmol) in dimethyl sulfoxide (1 mL) was heated at 40 C for 20 hours. The reaction mixture was diluted with methanol (1 mL) and purified by preparative HPLC on a Waters Nova-Pak HR C18 6tm 60A Prep-Pak cartridge column (40 mmx 100 mm) using a gradient of 10% to 100% acetonitrile in 10 mM aqueous ammonium acetate over 12 minutes at a flow rate of 70 mL/minute to provide the titled compound (204.3 mg, 71%). ?H NMR (300 MHz, DMSOd 6) ppm 1.73-1.79 (m, 2H), 2.03-2.03 (m, 2H, 2.87(d, J=4.9 Hz, 3H), 3.08-3.10 (m, 4H), 3.54-3.58 (m, 2H), 3.84-3.91 (m, 6H), 4.89-4.94 (m, 1H), 5.00 (s, 2H), 6.65 (s, 1H), 7.01 (s, 1H), 7.39 (d, J=1.5 Hz, 1H), 7.44 (dd, J=7.9, 1.5 Hz, 1H), 7.78 (d, J=7.9 Hz, 1H), 8.05 (s, 2H), 9.00 (q, J=4.6 Hz, 1H), 11.49 (s, 1H); MS (ESI) m/z 547 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 62802-42-0.

Reference:
Patent; ABBVIE INC.; SCANIO, Marc; BUNNELLE, William; KOENIG, John Robert; DRIZIN, Irene; PLIUSHCHEV, Marina; COWART, Marlon; WO2015/112445; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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: 2-Chloro-5-fluoropyrimidine, blongs to pyrimidines compound. Recommanded Product: 2-Chloro-5-fluoropyrimidine

To a solution of 2-chloro-5-fluoropyrimidine (10.0 g, 75.46 mmol, Sigma Aldrich) in DMF (100 mL) was added tributyl(vinyl)tin (31.1 g, 98.09 mmol) at ambient temperature. The reaction mixture was purged with N2 for 5 mm and then Pd(PPh3)4 (2.62 g, 2.26 mmol) was added. The reaction mixture was further degassed with N2 for 5 mm and then stirred at 100 C for 24 h. After completion of the reaction (m onitored by TLC), the reaction mixture was cooled to ambient temperature and quenched with water (100 mL). The aqueous layer was extracted with Et20 (2 x 100 mL) and the combined organic layers were washed with brine (100 mL), dried over anhydrous Na2504, and then concentrated in vacuo providing initial product which was purified by silica gel column chromatography (Redisep column 120 g; elution: 6% EtOAc in hexanes). This provided Example 351.1 (8.0 g, 85% yield) as an oil. 1H NMR (400 MHz, CDC13) oe 8.58 – 8.49 (m, 2H), 6.86 (dd, J = 17.4, 10.6 Hz, 1H), 6.53 (d,J= 17.3 Hz, 1H), 5.70 (d,J= 10.6 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62802-42-0, 2-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

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: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. Product Details of 62802-42-0

To a 5- (0934) L autoclave was added 2-chloro-5-fluoropyrimidine (150.0 g, 1132 mmol), potassium- (E)-propenyl trifluoroborate (251.0 g, 1698 mmol), potassium carbonate (235.0 g, 1698 mmol), 1,4-dioxane (1.5 L, 10.0 mL/g), and water (300.0 mL, 2.0 mL/g) at RT. The reaction mixture was degassed with nitrogen for 15 minutes. PdCi2(dppf) (16.56 g, 22.64 mmol,) was added, and the resulting reaction mixture was again degassed with nitrogen for 5 minutes and then heated to 70 C for 16 h. The reaction mass was cooled to RT and filtered through a pad of Celite brand filter aid. The Celite brand filter aid pad was washed with diethyl ether (1.0 L). The filtrate was partitioned between diethyl ether (8.0 L) and water (6.0 L). The organic layer was washed with brine (2.5 L) and dried over sodium sulfate, filtered and concentrated in vacuo (bath temperature; 30 – 35 C) to obtain the initial material which was purified by column chromatography (silica gel 60-120 mesh, mobile phase: 0-5% EtOAc in hexane) to give Example 138.11 (140.0 g, 1013 mmol, 90% yield) as a yellow oil. NMR (400 MHz, DMSO-Patent; AMGEN INC.; DRANSFIELD, Paul John; HARVEY, James S.; MA, Zhihua; SHARMA, Ankit; (281 pag.)WO2019/89335; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, 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. category: pyrimidines

To a solution of 2- chloro-5-fluoropyrimidine (10.0 g, 75.46 mmol, Sigma Aldrich) in DMF (100 mL) was added tributyl(vinyl)tin (31.1 g, 98.09 mmol) at RT. The reaction mixture was purged with N2for 5 min and Pd(PPh3)4(2.62 g, 2.26 mmol) was added. The reaction mixture was further degassed with N2for 5 min and stirred at 100 C for 24 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RTand quenched with water (100 mL). The aqueous layer was extracted with diethyl ether (2 x 100 mL) and the combined organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to obtain the initial product which was purified by silica gel chromatography (eluent: 6% EtOAc in hexanes) to provide 400.1 (8.0 g, 85% yield) as an oil.1H NMR (400 MHz, CDCl3) delta 8.58- 8.49 (m, 2H), 6.86 (dd, J = 17.4, 10.6 Hz, 1H), 6.53 (d, J = 17.3 Hz, 1H), 5.70 (d, J = 10.6 Hz, 1H). LCMS-ESI (pos.) m/z: = 125.1.

With the rapid development of chemical substances, we look forward to future research findings about 62802-42-0.

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

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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., SDS of cas: 62802-42-0

Part 1: Preparation of 5-fluoropyrimidin-2-amine 2-Chloro-5-fluoropyrimidine (1.34 g, 10 mmol) was stirred with ammonium hydroxide (30%, 15 mL) at 100 C. in a sealed tube overnight. The mixture was cooled to room temperature and filtered. The solid was washed with water and dried to give the title compound (0.95 g, 80%) as a white solid.

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, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; PTC Therapeutics, Inc.; F. Hoffmann-La Roche AG; Woll, Matthew G.; Chen, Guangming; Choi, Soongyu; Dakka, Amal; Huang, Song; Karp, Gary Mitchell; Lee, Chang-Sun; Li, Chunshi; Narasimhan, Jana; Naryshkin, Nikolai; Paushkin, Sergey; Qi, Hongyan; Turpoff, Anthony A.; Weetall, Marla L.; Welch, Ellen; Yang, Tianle; Zhang, Nanjing; Zhang, Xiaoyan; Zhao, Xin; Pinard, Emmanuel; Ratni, Hasane; (317 pag.)US9617268; (2017); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 62802-42-0, 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.62802-42-0, name is 2-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, molecular weight is 132.5235, as common compound, the synthetic route is as follows.

Preparation 115 N-[(4aR,7aS)-6-(5-Fluoropyrimidin-2-yl)-7a-phenyl-4,4-a,5,7-tetrahydropyrrolo[3,4d][1,3]thiazin-2-yl]benzamide A solution of N-[(4aR,7aS)-7a-phenyl-4-a,5,6,7-tetrahydro-4H-pyrrolo[3,4-d][1,3]thiazin-2-yl]benzamide (250 mg, 0.629 mmol), 5-fluoro-2-chloropyrimidine (167 mg, 1.26 mmol), 1,4-dioxane (10 mL), and triethylamine (318 mg, 3.14 mmol) is stirred at 110 C. for 4 hours. The reaction is cooled, diluted with water and extracted with dichloromethane. The organic layers are combined, dried, filtered, and concentrated under reduced pressure to give a residue. The residue is purified by silica gel flash chromatography, eluting with hexane/ethyl acetate (1:0) to hexane/ethyl acetate (0:1) to give the title compound (0.217 g, 80%). ES/MS (m/e): 434 (M+H).

The chemical industry reduces the impact on the environment during synthesis 62802-42-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 62802-42-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

4-[4-(5,5-Dimethyl-[1 ,3,2]dioxaborinan-2-yl)-3-fluoro-phenyl]-3,6-dihydro-2H- pyridine-1-carboxylic acid tert-butyl ester (19AB)(1.55g, 3.98 mmol, 1 equiv), 2- Chloro-5-fluoro-pyrimidine (20AB)(634 mg, 591 uL, 4.78 mmol, 1.2 equiv), and 2M sodium carbonate (9.95 ml_) were added in a pressure vessel (350 ml_) and a (1v : 1v) mixture of toluene and ethanol (25 ml_ : 25 ml_) was added. The mixture was then bubbled with nitrogen gas for about 10 minutes. Tetrakis(triphenylphosphine) palladium (0) (462 mg, 0.4 mmol, 0.1 equiv) was added to the mixture. The reaction vessel was tightly capped, placed in an oil bath at 90C, and stirred overnight.The reaction mixture was cooled down to room temperature and diluted with ethyl acetate. The crude mixture was transferred into a seperatory funnel and washed with a (1v : 1v) brine and water mixture. The organic layer was separated and combined and dried over magnesium sulfate. The crude product was then filtered into a flask and the solvent was removed on rotovap. The residue was taken up in as little dichloromethane as possible and purified by column chromatography using Analogix purification system with the following conditions: Solvent A: Dichloromethane; Solvent B: Methanol. Flow Rate: 45 mL/min. Gradient: 0% Solvent B to 10% Solvent B in 60 minutes.Yield= 677 mg (46%)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 62802-42-0 ,Some common heterocyclic compound, 62802-42-0, molecular formula is C4H2ClFN2, 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.

5-Fluoro-2-(prop-l-en-2-yl)pyrimidine, Intermediate 5.2.1 A mixture of 2-chloro-5-fluoropyrimidine (50.0 g, 377.0 mmol. CAS: 62802-42-0), potassium trifluoro(prop-l-en-2-yl)borate (84.0 g, 566.0 mmol) and K2CO3 (78.0 g, 566.0 mmol) in 1,4-dioxane (400 mL) and water (100 mL) were added to a sealed tube (1 L). The reaction mixture was degassed and purged with nitrogen for 20 min. PdCl2(dppf) (7.70 g, 9.43 mmol) was added and the reaction tube was sealed and heated to 70 C. After 18 h, the reaction mixture was cooled to RT, diluted with diethyl ether (500 mL), and filtered through Celite filter aid. The filter cake was washed with diethyl ether (500 mL). The combined filtrate was extracted with diethyl ether (2 x 2 L). The organic layer was washed with cold water (2 x 2 L), dried over isfeSCfi and concentrated under reduced pressure at 35 C. The material was purified by column chromatography over silica gel (60-120 mesh) using 5% EtOAc in hexanes as an eluent to give Intermediate 5.2.1 (41.0 g, 297.0 mmol, 79% yield) as a colourless oil. NMR (400 MHz, CDCb) d 8.59 (s, (0466) 2H), 6.38 (t , J= 1.2 Hz, 1H), 5.54 (t , J = 1.2 Hz, 1H), 2.26 (dd, T = 1.2, 0.8 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; PATTAROPONG, Vatee; RAMSDEN, Philip Dean; (203 pag.)WO2019/213006; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-fluoropyrimidine

To a 50-mL vial was added Example 92.1 (200 mg, 1.0 mmol) and 2-chloro-5-fluoro-pyrimidine (Matrix Scientific, SC, USA, 0.66 mL, 4.98 mmol) in DMSO (5 mL). Hunig’s base (0.87 mL, 4.98 mmol) was added and the reaction mixture was stirred at 100 C for 2 h. LCMS analysis indicated the reaction was complete. The reaction mixture was allowed to cool to RT. The reaction mixture was diluted with water and extracted with DCM. The organic extract was washed with brine and dried over Na2S04. The solution was filtered and concentrated in vacuo to give a light-yellow glass, which was triturated with i-PrOH to afford Example 143.1 (240 mg, 93 % yield) as an off-white solid. NMR (500 MHz, CDCI3) delta 8.21 (s, 2 H) 4.98 – 5.07 (m, 1 H) 4.76 (s, 2 H) 4.49 – 4.59 (m, 1 H) 3.31 (dd, .7=12.96, 10.27 Hz, 1 H) 3.15 (tt, .7=10.51, 3.91 Hz, 1 H) 3.04 (ddd, .7=13.69, 11.49, 2.69 Hz, 1 H) 2.32 – 2.43 (m, 1 H) 1.87 – 2.02 (m, 2 H) 1.51 – 1.63 (m, 1 H). LCMS-ESI (pos.), m/z: 261.2 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; SHARMA, Ankit; (321 pag.)WO2018/93576; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H2ClFN2

Tetrakis(triphenylphosphine)palladium (4.62 g, 4.00 mmol) was added to a degassed solution of 2-chloro-5-fluoropyrimidine (21.2 g, 160 mmol, Matrix Scientific), cis- 1- propen-1-ylboronic acid (16.5 g, 192 mmol, Sigma-Aldrich) and sodium carbonate (33.9 g, 320 mmol) in a mixture of THF (213 mL) and water (107 mL). The reaction was heated at 100 C for 2.5 d. The white precipitate was then filtered off and rinsed with ether. The filtrate was extracted with DCM (2X). The combined organic layers were then dried over anhydrous magnesium sulfate and partially concentrated (note that the product is volatile). The residue was purified by silica gel chromatography (eluent: 0- 50% DCM in hexanes) to provide 357.01 (19.4 g, 88% yield). 1H NMR (500 MHz, CDC13) oe: 8.58 (s, 2H), 6.51-6.60 (m, 1H), 6.25 (dq,J=11.8, 7.3 Hz, 1H), 2.24 (dd,J=7.2, 1.8 Hz, 3H). LCMS-ESI (pos.) m/z: 139.4 (M+H).

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, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

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