Day: September 15, 2021

Reference of 26452-81-3, Adding some certain compound to certain chemical reactions, such as: 26452-81-3, name is 4-Chloro-6-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 26452-81-3.

To a mixture of 1.5 g of 4-chloro-6-methoxypyrimidine, 1.2 mL of 2,2,3,3,3-pentafluoro-1-propanol and 10 mL of DMF,Under ice-cooling, 0.5 g of sodium hydride (oil, 60%) was added.The resulting mixture was stirred at 80 C. for 5 hours. Water was added to the resulting reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine,Dry over anhydrous sodium sulfate and concentrate under reduced pressure.The obtained residue was subjected to silica gel chromatography to obtain 1.78 g of Intermediate 2-8 shown below.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 26452-81-3, 4-Chloro-6-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; MURAKAMI, SHINICHIRO; (291 pag.)JP2018/76354; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 22536-66-9, 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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. A new synthetic method of this compound is introduced below.

General procedure: Aryl Halide, tetrakis (triphenylphosphine)palladium or Palladium(II) bis(triphenylphosphine) dichloride (0.05 eq) and boronic acid orpinnacol ester (1.2 eq) were weighed out into a microwave vessel or sealed tube. Acetonitrile (3 mL/mmol) and a 1M aqueous solutionof Sodium Carbonate (3 eq) were added. The vessel was capped and heatedthermally3-18 hrs at 100 C. Upon completion, the reaction was cooled and crudeproduct was either triterated via addition of water and collection byfiltration or extracted with sat ammonium chloride and DCM. If the crudeproduct was an intermediate, it was taken into the next step in most cases w/ofurther purification or alternatively submitted for reverse phase HPLCpurification when it was a final product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-66-9, 2-Chloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 38275-57-9, 5-Bromopyrimidine-2-carbonitrile, 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, 38275-57-9, blongs to pyrimidines compound. Quality Control of 5-Bromopyrimidine-2-carbonitrile

At 0 C, methylmagnesium bromide (1.4 M solution in toluene/THF (75:25, 21.35 mL, 29.9 mmol) was added to a THF (54.3 mL) solution containing 5-bromo-2-cyanopyrimidine (5 g, 27.2 mmol). The resulting mixture was stirred for 2 h at 0 C. Next, a saturated aqueous ammonium chloride solution was added followed by 3.0 N HCl to adjust the pH to 1. This solution was allowed to stir overnight. The pH was then adjusted to 7-8 with a saturated aqueous solution of K2CO3and the material was extracted with EtOAc and concentrated in vacuo. The product thus obtained was purified on silica gel eluting with a hexanes/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated in vacuo to provide the title compound. LCMS-ESI (pos.) m/z: 200.9 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-57-9, its application will become more common.

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

Electric Literature of 1005-37-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1005-37-4 as follows.

Stage 2 2-Amino-4-methylamino-6-chloropyrimidine 3-oxide STR29 4 g of 2-amino-4-methylamino-6-chloropyrimidine are suspended in 50 ml of ethanol. After having cooled to 10 C., 11.9 g of meta-chloroperbenzoic acid are added dropwise as a solution in 100 ml of ethanol. At the end of addition, room temperature is regained and stirring is continued for 3 hours. The reaction mixture is cooled to 5 C. and then filtered on sintered glass. The precipitate obtained is recrystallized from 160 ml of a 2/3-1/3 ethanol-water mixture. 1.60 g of 2-amino-4-methylamino-6-chloropyrimidine 3-oxide are obtained. Yield=36%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1005-37-4, its application will become more common.

Reference:
Patent; L’Oreal; US5772990; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 956034-07-4, 2,4-Dichlorofuro[3,2-d]pyrimidine, 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, Safety of 2,4-Dichlorofuro[3,2-d]pyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichlorofuro[3,2-d]pyrimidine

Step C: 2-Chloro-/V-(2,2,2-trifluoroethyl)furo[3,2-i/|pyrimidiTo a flask was added 2,4-dichlorofuro[3,2-i/]pyrimidine (0.80 g, 4.23 mmol, ArkPharm) and DMF (3.0 mL). 2,2,2-Trifluoroethanamine (1.05 g, 10.58 mmol, Acros) was added. The mixture was heated in a microwave at about 120 C for about 15 min. The mixture was diluted with Et20 (100 mL). The mixture was washed with water (3 x 25 mL). The combined aqueous layer was extracted with Et20 (2 x 50 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated in vacuo. The residue was transferred neat and was purified by preparative TLC eluting with 3 :1 hexanes/EtOAc to give 2-chloro-A^-(2,2,2-trifluoroethyl)furo[3,2-i/]pyrimidin-4- amine (0.76 g, 71%): LC/MS (Table 2, Method h) Rt = 1.85 min; MS mix: 252, 254 (M+H)+.

The synthetic route of 956034-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep; WO2012/48222; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 75833-38-4, Adding some certain compound to certain chemical reactions, such as: 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, 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 75833-38-4.

General procedure: (2S)-N-(1-((3,3-difluorocyclobutyl)carbamoyl)-2,3-dihydro-1H-inden-1-yl)-N- (5-fluoropyridin-3-yl)-5-oxopyrrolidine-2-carboxamide (100 mg, 0.21 mmol), 2-chloroisonicotinonitrile( 29 mg, 0.21 mmol), Cs2CO3( 137 mg, 0.42 mmol), Pd2(dba)3(19 mg, 0.021 mmol) and Xant-Phos(24 mg, 0.042 mmol) was stirred under N2 at 90oC overnight. After filtration, the filtrate was concentrated in vacuo and the residue was purified by Pre-HPLC(base) to obtain two diastereoisomers as (S)-1-(4-cyanopyridin-2-yl)-N-((S)-1-((3,3-difluorocyclobutyl) carbamoyl)-2,3-dihydro-1H-inden-1-yl)-N-(5-fluoropyridin-3-yl)-5-oxopyrrolidine-2-carboxamide (1b, 10 mg, 9% yield) and (S)-1-(4-cyanopyridin-2-yl) -N-((R)-1-((3,3-difluorocyclobutyl) carbamoyl)-2,3-dihydro-1H-inden-1-yl)-N-(5-fluoropyridin-3-yl)-5-oxopyrrolidine-2- carboxamide as white solid(1b?, 12 mg10% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 75833-38-4, 2-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zheng, Qiangang; Tang, Shuai; Fu, Xianlei; Chen, Ziqi; Ye, Yan; Lan, Xiaojing; Jiang, Lei; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5262 – 5266;,
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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-5-nitropyrimidine

Step D: tert-butyl ethyl but-3~yn-1-yl(5-nitropvrimidin-2-yl)propanedioate: A suspension of NaH (60 percent, 2.5 g, 62.4 mmol) in 100 mL ofDMF was added tert-butyl ethyl but-3-yn-1-ylpropanedioate (15 g, 62.4 mmol) drop-wise at 25 oc. The mixture was stirred at 40 oc for 30minutes and 2-chloro-5-nitropyrimidine (10.0 g, 62.4 mmol) in 50 mL ofDMF was addeddropwise. The resulting suspension was stirred at 50 oc for 2 hours and diluted with 500 mL ofEtOAc. The mixture was washed with water (3 x 100 mL), brine, dried over anhydrous Na2S0430 and concentrated. The residue was purified by column chromatography (Petroleum ether :EtOAc = 10 : 1) to afford the title compound; MS m/z 364 (M+ 1)+.

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, 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4316-98-7 ,Some common heterocyclic compound, 4316-98-7, molecular formula is C4H5ClN4, 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.

2D. 6-Chloro-7,9-dihydropurin-8-one; A mixture of the 5,6-diamino-4-chloropyrimidine of Example 6A (1.0 g, 6.92 mmol) and N,N’-carbonyldiimidazole (2.13 g, 13.2 mmol) in 1,4-dioxane (20 ml) was refluxed under argon for 48 hours. The solution was concentrated to a brown oil, which was triturated and washed with dichloromethane to give an off-white solid (1.02 g, 86%) LC/MS (LCTl): Rt 2.45 [M+H]+ 173, 171.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 4316-98-7, 6-Chloro-4,5-diaminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75110; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 31575-35-6, 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. 31575-35-6, name is 2-Fluoropyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 1 -[(2E)-3 -(piperidin-4-yl)prop-2-enoyl] -5 ,6-dihydropyridin-2(111)-one TFA salt (100 mg, 0.29 mmol, 1 eq) in ethanol (5 mL) was added DIPEA (0.22 mL,1.28 1 mmol, 4.4 eq) and 2-fluoropyrimidine ( 45 mg, 0.469 mmol, 1.6 eq) and the reaction mixture was allowed to stir at 100C in microwave for 30 minutes. Progress of reaction was monitored by LCMS and TLC. After completion, reaction mixture was concentrated under reduced pressure to yield crude product which further purified by Combi-Flash on silica gelusing ethyl acetate-hexane as eluent to yield 1- { (2E)-3 -[1 -(pyrimidin-2-yl)piperidin-4-yl]prop-2-enoyl}-5,6-dihydropyridin-2(1I])-one (30 mg, 23 %).LCMS: 313 [M+H]1H NMR (400 MHz, CHC13) 5 8.29 (d, 2 H), 6.92 (m, 3 H), 7.00-6.80 (m, 3H), 6.42 (t, 1H), 6.00(d, 1H), 4.80-4.70 (m, 2H), 3.98 (t, 2H), 3.02-2.88 (m, 2H), 2.60-2.39 (m, 3H), 1.90-1.80 (m,2H), 1.63-1.40 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31575-35-6, 2-Fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AURANSA INC.; PROTTER, Andrew, Asher; GREEN, Michael, John; CHANG, Hak, Jin; PHAM, Son, Minh; CHAKRAVARTY, Sarvajit; LUEDTKE, Gregory, R.; (254 pag.)WO2019/103897; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia