Tag: M.W:100-200

Reference of 211244-81-4, 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.211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C8H7N3OS, molecular weight is 193.23, as common compound, the synthetic route is as follows.

To 670 mg (3.47 mmol) of 2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (synthesized via procedures found in J. Med. Chem. 2000, 43, 4606-4616) in CH2Cl2 (17 mL) was added 1.55 g (6.93 mmol) of mCPBA and the mixture stirred at ambient temperature for 1 hour. The reaction was concentrated directly and redissolved in dioxane (10 mL). To this solution was added 675 mg (2.25 mmol) of G-2 and 2.4 mL (17.3 mmol) of triethylamine. The reaction was heated to 100 C. for 6 hours. The reaction was cooled to ambient temperature, quenched with saturated NH4Cl and extracted with EtOAc (4×20 mL). The organic phase was dried over MgSO4 and concentrated. The residue was purified by flash column chromatography (EtOAc/hexanes) to afford 0-1 as a solid. Data for O-1: LC/MS: rt=2.01 min; m/z (M+H)=445.4 found; 445.2 required.

The chemical industry reduces the impact on the environment during synthesis 211244-81-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4983-28-2, 2-Chloro-5-hydroxypyrimidine, 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, 4983-28-2, blongs to pyrimidines compound. Application In Synthesis of 2-Chloro-5-hydroxypyrimidine

To a solution of 4-((i?)-l-methanesulfonyloxyethyl)piperidine- 1-carboxylic acid tert- butyl ester (Preparation 114, 1.77g, 5.76mmol) and 2-chloropyrimidin-5-ol (0.75g, 5.75mmol) in NMP (20mL) was added potassium carbonate (l .lg, 8.10mmol) and the reaction was heated to 80°C for 16 h. The reaction mixture was partitioned between TBME and water, and the aqueous layer was separated and washed with further TBME. The organic fractions were combined, washed with water, then brine, and dried (MgS04). Removal of the solvent in vacuo and purification by column chromatography (IH:EtOAc, 100:0 – 70:30) afforded the title compound: 1H NMR deltaEta (400MHz, CDC13): 8.26 (s, 2H), 4.25 – 4.19 (m, 3H), 2.74 – 2.64 (m, 2H), 1.90 – 1.65 (m, 3H), 1.47 (s, 9H), 1.39 – 1.25 (m, 5H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; BELL, James, Charles; DUPREE, Tom, Banksia; FRY, Peter, Timothy; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; GATTRELL, William; JEEVARATNAM, Revathy, Perpetua; KEILY, John; KRULLE, Thomas, Martin; MCDONALD, Russell, Walker; MORGAN, Trevor; RASAMISON, Chrystelle, Marie; SCHOFIELD, Karen, Lesley; STEWART, Alan, John, William; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2011/147951; (2011); A1;,
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Application of 1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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-Chlorouracil (4.5 g, 30.82 mmol) was dissolved in phosphorus oxychloride (100 mL) and phosphorus pentachloride (19.2 g, 92.46 mmol) was added. The reaction mixture was heated at reflux overnight; it was then cooled to RT and the solvent was evaporated under reduced pressure. The residue was cooled to 0 0C and ice flakes were carefully added. The resulting mixture was stirred for 10 minutes; it was then partitioned between water and DCM. The organic phase was separated and washed 3 times with water. The aqueous layers were combined and extracted twice with DCM. The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure to give f> o fQS% vipid) of 2,4, 5-trichloro-pyrimidine as a yellow oil without further purifications.

According to the analysis of related databases, 1820-81-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/28860; (2008); A1;,
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Related Products of 22536-61-4, 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.22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

A solution of 2- chloro-5-methylpyrimidine (500 g, 3889 mmol, 1.0 equiv.) in DMF (5 L) was degassed with N2 for 20 min and dppf (108 g, 194 mmol, 0.05 equiv.) and Pd2(dba)3 (178 g, 194 mmol, 0.05 equiv.) were added to the reaction mixture. Zn(CN)2(685 g, 5834 mmol, 1.5 equiv.) was then added, and the reaction mixture was heated at 100 C for 16h. The reaction was quenched with water (5 L) and stirred for 10 min. The reaction mixture was then filtered through a pad of Celite brand filter agent. The filtrate was diluted with water (4 L) and extracted with EtOAc (2 x 4 L). The combined organic layers were washed with brine (4 L), dried over Na2SO4,filtered and concentrated under reduced pressure to give the initial product which was further purified by column chromatography using silica gel (60-120 mesh) and 0-10 % EtOAc in hexanes to obtain Example 468.1 (330 g, 71 %) as an off white solid.1H NMR (400 MHz, DMSO-d6) delta 8.89 (s, 2H), 2.39 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 22536-61-4, I believe this compound will play a more active role in future production and life.

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

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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a solution of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine 2 (0.1 g, 0.65 mmol) in anhydrous DMF(5 mL ), TEA (0.22 g, 0.65 mmol) was firstly added and stirred at room temperature for 30 min. Then, asolution of benzyl bromide (0.11 g, 0.78 mmol) in anhydrous DMF (5 mL) was added and the mixturewas reacted for 1 h, then KI was added and continue reaction. The reaction mixture was at last dilutedwith water (15 mL), and extracted with ethyl acetate. The organic layer was washed with water andthe organic phase was dried over MgSO4 and concentrated, and the residue was purified by columnchromatography on silica gel using 10:1 petroleum ether/ethyl acetate as eluent to give 6: 65% yield,mp 62-63 C; 1H-NMR (400 MHz, DMSO-d6) delta: 8.91 (s, 1H, CH), 8.53 (s, 1H, CH), 7.26-7.33 (m, 5H,ArH), 5.70 (s, 2H, CH2); 13C-NMR (100 MHz, DMSO-d6) 156.6, 151.3, 150.9, 137.2, 135.1, 129.0, 129.0,128.1, 128.1, 128.0, 106.3, 50.8; IR (KBr, delta, cm-1): 3441, 3090, 2935, 1897, 1756, 1585, 1547, 1479, 1410,1347, 1243, 1174, 1135, 950, 858, 783, 730, 698, 596, 534; HRMS (ESI) calcd. for C12H10ClN4: [M + H]+245.0594, found 245.0584.

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, 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Article; Li, Yong; Cao, Ting-Ting; Guo, Shanchun; Zhong, Qiu; Li, Cai-Hu; Li, Ying; Dong, Lin; Zheng, Shilong; Wang, Guangdi; Yin, Shu-Fan; Molecules; vol. 21; 6; (2016);,
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Pyrimidine – Wikipedia

Reference of 1627-28-7, 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 1627-28-7, name is 6-Chloro-5-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 6-chloro-5-methylpyrimidine-2,4(1 H,3H)-dione a5 (4.80 g, 0.30 mmol) and Nal (23.4 g, 150 mmol) in HI (60 mL) was stirred in sealed tube at room temperature for 66 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was filtered and washed with cold water (50 mL) and dried under vacuum to afford 2.1 g of 6-iodo-5-methylpyrimidine-2,4(1 H,3H)-dione a6 was isolated as a brown solid, which was used in next step without any further purification. LCMS (ES+): 253 (M+H)+. 1H NMR (400 MHz, DMSO -cfe) 5 1 1.21 (s, 1 H), 1 .90 (s, 3H).

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 1627-28-7, 6-Chloro-5-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; UCB BIOPHARMA SPRL; MERCIER, Joel; VALADE, Anne; VERMEIREN, Celine; WOOD, Martyn; MAGUIRE, Ralph; (52 pag.)WO2019/105913; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

Intermediate 25: 2-Chloro-5-(3-methoxyphenoxy)pyrimidine A mixture of 2-chloro-5-hydroxypyrimidine (l .Og, 7.66mmol), 3-methoxyphenyl boronic acid (1.16g, 7.66mmol), copper (II) acetate (1.39g, 7.66mmol), triethylamine(5.34mL, 7.66mmol) and powdered 4A molecular sieves in dichloromethane (30mL) was stirred under air for 3 days. A calcium chloride guard tube was used to protect the reaction from moisture. The reaction mixture was diluted with dichloromethane, filtered and washed with water and brine. The organic phase was dried (MgS04), the solvent removed under reduced pressure and the crude product was purified by flash chromatography, using 0-15percent ethyl acetate:hexane as eluent, to provide 2-chloro-5- (3-methoxyphenoxy)-pyrimidine (0.448g, 25percent) as yellow oil.Mass: (ES+) 237 (M+H)+ NMR: deltaEta (CDC13) 3.82 (3H, s), 6.63 (2H, m), 6.81 (IH, br d), 7.33 (IH, t) and 8.39 (2H, s).

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter; WO2011/144578; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7752-82-1 ,Some common heterocyclic compound, 7752-82-1, molecular formula is C4H4BrN3, 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.

To a solution of 5-bromopyrimidin-2-amine (11 mmol, 2.0 g) in acetic acid (35 mL) was added sodium nitrite (69 mmol, 4.8 g) in water (25 mL) at RT over 1.5 h. After 5 h, the reaction mixture was partially evaporated, the precipitate was filtered and washed with water to give the title compound. MS (ESI) m/z = 175, 177 (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,7752-82-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SAKURADA, Isao; HIRABAYASHI, Tomokazu; MAEDA, Yoshitaka; NAGASUE, Hiroshi; MIZUNO, Takashi; XU, Jiayi; ZHANG, Ting; SMITH, Cameron; PARKER, Dann; WO2015/160634; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153286-94-3, name is 5-Ethynylpyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 153286-94-3

To a mixture of (5)-3-(l-((6-amino-5-iodopyrimidin-4-yl)amino)ethyl)-8-ehloro- 2-phenylisoquinoim-l(2//)-one (50.8 mg, 0.0981 mmol), Cul (2.2 mg, 0.012 mmol), and Pd(PPh3)2Cl2 (14.3 mg, 0.020 mmol) in anhydrous DMF (2 ml) was added 5-ethynylpyrimidine (31.6 mg, 0.304 mmol), and followed by the addition of tri ethyl amine (0.05 mL, 0.40 mmol). The resulted solution was heated to 75 C and stirred further for 5 hours, then cooled to rt, and quenched with water (15 mL), The resulted mixture was extracted with DCM (30 mL x 3), and the combined organic phases were washed with saturated brine (20 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) :::: 100/5) to give the title compound as a yellowish solid (30 mg, yield 41.3%). MS (ESI, pos. ion) m/z: 494.2 [M+H]+; FontWeight=”Bold” FontSize=”10″ H NMR (600 MHz, OMSO-de) delta (ppm): 9.12 (d, J = 6.4 Hz, 2H), 7.89 (s, 1H), 7.60 (d, J = 3.9 Hz, 2H), 7.55-7.32 (m, 7H), 6.88 (d, J = 6.7 Hz, 2H), 6.75 (s, 1H), 4.75-4.61 (m, 1H), 1.33 (d, 3H).

The synthetic route of 153286-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); A1;,
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Electric Literature of 5604-46-6, 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 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 112a (253 mg, 1.1 mmol) and 112b (192 mg, 1.0 mmol) was added DMF (20 ml) and the reactionmixture was stirred at room temperature overnight. Thenpoured the mixture into ice/saturated sodium bicarbonatesolution (40 ml). The precipitated solid was collected by filtration and washed with watet The solid was taken in DMF (10 ml) and added gl. acetic acid (10 drops). Thereaction mixture was stirred at room temperature overnightand processed as above. The solid thus obtained (223 mg)was taken in dichloromethane (10 ml) and treated with DDQ (138 mg, 0.6 mmol) at room temperature for 1 hr. The reaction mixture was diluted with chloroform (30 ml) and washed with saturated sodium bicarbonate solution (50 ml). Separated the organic layer, and the aqueous layer was extracted with EtOAc (50 ml). Combined the organic layers, dried (Na2 SO4), filtered and concentrated to provide 11 2cwhich was taken further without any purification. Conversion of 112c (0.6 mmol) to required product 112 followed procedures described above (Procedure H, Step 3). Crude 112 thus obtained was treated with excess di-tert-butyl dicarbonate (440 mg), catalytic DMAP (10 mg) in THF (8ml) at room temperature, overnight. The reaction mixture was processed using EtOAc (50 ml) and brine (50 ml). The organic layer was separated, dried (Na2504), filtered and concentrated. The residue was purified using silica gel (prepacked, 40 g cartridge) with 20/80 to 70/30 of EtOAc/ hexanes. This resulted in 32 mg of product containing two t-boc groups. This material was deprotected with 4M HC1 in dioxane (5 ml) at room temperature, overnight. The reaction mixture was concentrated, and the residue purified using silica gel (prepacked, 12 g cartridge) with 1/99 to 12/88 of MeOH/chloroform to provide 6 mg of 112 as a light brown solid.

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 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Merck Sharp & Dohme Corp.; Southern Research Institute; Arasappan, Ashok; Njoroge, F. George; Kwong, Cecil D.; Ananthan, Subramaniam; Bennett, Frank; Velazquez, Francisco; Girijavallabhan, Vinay M.; Huang, Yuhua; Kezar, III, Hollis S.; Maddry, Joseph A.; Reynolds, Robert C.; Roychowdhury, Abhijit; Fowler, Anita T.; Secrist, III, John A.; Kozlowski, Joseph A.; Shankar, Bandarpalle B.; Tong, Ling; Kim, Seong Heon; MacCoss, Malcolm; Venkatraman, Srikanth; Verma, Vishal; (798 pag.)US9433621; (2016); B2;,
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