Tag: M.W:200-300

Electric Literature of 56844-12-3, 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, 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.

General procedure: Compound 1 (1.00 g, 4.02 mmol) was mixed with (4-fluorophenyl)boronic acid (4c) (844 mg, 6.03 mmol), fine powdered K2CO3 (1.68 g, 12.1 mmol), Pd2(dba)3 (186 mg, 0.20 mmol) and 1,4-dioxane (20 mL). The reaction was then stirred at 110 C for 26 h under N2 atmosphere. The solvent was removed and the product was dissolved in diethyl ether (150 mL) and washed with water (3 × 150 mL). The organic phase was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was absorbed onto silica and purified by silica-gel column chromatography (n-pentane/acetone, 19/1), Rf = 0.28. Drying gave 415 mg (1.57 mmol, 39%) of 24c as a pale white solid, mp 142-143 C; HPLC purity: 91% (method B), tR = 23.5 min; 1H NMR (400 MHz, DMSO-d6) delta: 8.93 (s, 1H), 8.04-7.98 (m, 3H), 7.43-7.36 (m, 2H); 13C NMR (100 MHz, DMSO-d6) delta: 167.6, 163.0 (d, J = 248.6), 153.3, 152.8, 144.1, 130.8, 129.2 (d, J = 8.7, 2C), 128.5 (d, J = 3.1), 116.5 (d, J = 22.0, 2C), 115.1; 19F NMR (564 MHz, DMSO-d6) delta: -115.3 (s); IR (neat, cm-1): 3063, 1884, 1505, 1429, 1228, 1165, 813, 759, 670; HRMS (ESI, m/z): 264.9995 (calcd. C12H735ClFN2S, 264.9997, [M + H]+).

According to the analysis of related databases, 56844-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32779-38-7, 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.32779-38-7, name is 2-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.

Step-a: Synthesis of tert-butyl (2-((5-iodopyrimidin-2-yl)oxy)ethyl)carbamate Into a 500-mL round-bottom flask was placed 2-chloro-5-iodopyrimidine (10 g, 41.59 mmol, 1.00 equiv), NMP (200 mL), sodium hydroxide (3.3 g, 82.50 mmol, 2.00 equiv), and tert-butyl (2-hydroxyethyl)carbamate (6.7 g, 41.56 mmol, 1.00 equiv). The resulting solution was stirred at 100 C. until completion. The resulting solution was diluted with H2O (100 mL), extracted with of ethyl acetate (3*100 mL) and the organic layers combined, washed with brine (100 mL), dried over Na2SO4 and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3) to deliver the title compound in 7.6 g (50%) as a brown solid.

Statistics shows that 32779-38-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-iodopyrimidine.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; MITCHELL, Lorna Helen; LARSEN, Nicholas; RIOUX, Nathalie; PRAJAPATI, Sudeep; REYNOLDS, Dominic; O’SHEA, Morgan; SAMARAKOON, Thiwanka; (134 pag.)US2018/141913; (2018); 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. 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2,4-Dichloropyrido[2,3-d]pyrimidine

To a solution of 1i (106 mg, 0.50 mmol) and 2,4-dichloropyrido[2,3-d]pyrimidine (100 mg, 0.50 mmol, supplied by Combi-Blocks) in THF (2 mL) was added N,N-diisopropylethylamine (0.35 mL, 2.0 mmol). After stirring at 80 C. for 2 h, the reaction was cooled to rt, diluted with EtOAc (15 mL), washed with water (15 mL) and brine (15 mL), dried over Na2SO4, then filtered and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc to provide 5a. LC/MS (ESI) calculated for C16H22ClN5O: m/z 336.15, found 336.21 [M+H]+; tR=0.94 min. on LC/MS Method A. 1H NMR (400 MHz, Chloroform-d) delta 8.96 (dd, J=4.4, 1.8 Hz, 1H), 8.49 (s, 1H), 8.38 (dd, J=8.2, 1.8 Hz, 1H), 7.41 (dd, J=8.2, 4.5 Hz, 1H), 6.72 (t, J=6.9 Hz, 1H), 3.85 (dd, J=14.5, 6.7 Hz, 1H), 3.14 (dd, J=14.5, 6.3 Hz, 1H), 2.36 (td, J=13.4, 12.7, 4.4 Hz, 1H), 2.16 (s, 3H), 1.92 (td, J=13.8, 12.8, 3.9 Hz, 1H), 1.59 (s, 3H), 1.41-1.22 (m, 4H), 0.86 (t, J=7.2 Hz, 3H).

The synthetic route of 126728-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gilead Sciences, Inc.; Chin, Gregory; Mackman, Richard L.; Mish, Michael R.; Zablocki, Jeff; (67 pag.)US2018/65938; (2018); 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. 1445-39-2, name is 2-Amino-5-iodopyrimidine, molecular formula is C4H4IN3, 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. Quality Control of 2-Amino-5-iodopyrimidine

755 mg of 1-bromo-2-butanone was dissolved in 15 ml of ethanol, 1.0 g of 2-amino-5-iodopyrimidine was added and the mixture was stirred all night by heating under reflux. After cooling down to room temperature, the solvents were distilled outunder reflux, ethyl acetate followed by saturated sodium bicarbonate aqueous solution were added. Organic layer was dried with anhydrous sodium sulfate, and the solvents were distilled outunder reduced pressure. The obtained residues were purified by silicagel column chromatography (ethyl acetate) to obtain 110 mg of the above compound as a white solid. 1HNMR(300MHz,CDCl3.)delta:1.38(3H,t,J=7.0Hz), 2.88(2H,q,J=7.0Hz), 7.25(1H,s), 8.52(1H,d,J=2.4Hz), 8.58(1H,d,J=2.4Hz) ESI-MS Found:m/z 274.0[M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 1445-39-2.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1726585; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H10N2O4S

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

With the rapid development of chemical substances, we look forward to future research findings about 148550-51-0.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1445-39-2 ,Some common heterocyclic compound, 1445-39-2, molecular formula is C4H4IN3, 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.

, Step 1). 646 mg (corresponding to 3.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 668 mg (corresponding to 3.0 mmol) of 2-amino-5-iodopyrimidine were dissolved in 20 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110C for 8 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 10 mL of methanol. Then, about 15 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 3 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 737 mg (corresponding to 2.19 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyrimidine (

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1445-39-2, its application will become more common.

Reference:
Patent; Nihon Medi-Physics Co., Ltd.; EP2218463; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1780-38-7, 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.1780-38-7, name is 2,4,6-Trichloro-5-ethylpyrimidine, molecular formula is C6H5Cl3N2, molecular weight is 211.48, as common compound, the synthetic route is as follows.

Example I 2,4-Bis-benzyloxy-6-chloro-5-ethyl-pyrimidine (39): To a stirred solution of benzyl alcohol (80 ml) in water bath, was added sodium metal (2.17 g, 94.6 mmol) under nitrogen atmosphere. After complete reaction of sodium metal, the mixture was cooled in an ice bath and 2,4,6-Trichloro-5-ethyl-pyrimidine (10.5 g, 49.6 mmol) was added portionwise. After stirring for 30 min in an ice bath, the reaction mixture was stirred at room temperature for overnight. Excess benzyl alcohol was evaporated in vacuo and the residue was dissolved in ether, washed with water, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo to give a pale yellow oil. The crude product was purified by silica gel column chromatography (eluent, ether:hexane (4:96)) to give 14 g (80percent) of a white solid; m.p. 53-54° C.; 1H NMR (200 MHz, CDCl3) delta: 1.14 (3H, t, J=7.4 Hz), 2.70 (2H, q, J=7.4 Hz), 5.41 (2H, s), 5.45 (2H, s), 7.34-7.53 (10H, m); m/z (EI): 354(M+).

The chemical industry reduces the impact on the environment during synthesis 1780-38-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guo, Hongyan; Kim, Choung U.; Kim, Hae Soo; Lee, Chong-Kyo; Lee, Ill Young; Mitchell, Michael L.; Son, Jong Chan; Xu, Lianhong; US2008/70920; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 31169-25-2, 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. 31169-25-2, name is 7-Bromothieno[3,2-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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.

7-Bromothieno[3,2-d]pyrimidine-4(3H)-one (5.9g) was dissolved in POCl3 (20mL) and then stirred at 150°C for 3 hours. After cooling down to room temperature, the remaining POCI3 was concentrated and added to ice water to obtain a solid. The solid was washed with sat. NaHC03 solution and dried with N2 gas to obtain the title compound. NMR (400MHz, DMSO-d^) delta 9.16 (s, 1H), 8.79 (s, 1H).

According to the analysis of related databases, 31169-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HANMI HOLDINGS CO., LTD.; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; CATHOLIC UNIVERSITY INDUSTRY ACADEMIC COOPERATION FOUNDATION; SON, Jung Beom; JUNG, Seung Hyun; CHOI, Wha Il; JUNG, Young Hee; CHOI, Jae Yul; SONG, Ji Yeon; LEE, Kyu Hang; LEE, Jae Chul; KIM, Eun Young; AHN, Young Gil; KIM, Maeng Sup; CHOI, Hwan Geun; SIM, Tae Bo; HAM, Young Jin; PARK, Dong-sik; KIM, Hwan; KIM, Dong-Wook; WO2011/93684; (2011); A2;,
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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Computed Properties of C5HCl3N2O

At -10 willCompound 3 (100 mg, 0.47 mmol)In methanol was slowly added dropwise to a methanolic solution of hydrazine hydrate (0.024 ml)A solution of triethylamine (0.067 ml) in methanol was then added dropwiseTo the above mixture,Continue at -10 Reaction time 30 min.TLC detection (PE: EA = 2: 1),Raw material reaction is complete,Spin drying solvent,Column chromatography (PE: EA = 10: 1) gaveWhite solid 4 (50 mg), yield 56.3%

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, 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Sichuan Baili Pharmaceutical Co., Ltd.; Wu, Yong; Zhu, Yi; Hai, Li; Wang, Yiqian; Li, Jie; (22 pag.)(2016);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22276-95-5, 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 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

1,1-dimethylethyl 3-(5-bromo-4-chloro-7H-pyrrolo(2,3-d]pyrimidin-7-yl)-1-azetidine carboxyla teTo a solution of 5-bromo-4-chloro-1 H-pyrrolo[2,3-d]pyrimidine (400 mg, 1 .721 mmol), 1 , 1- dimethylethyl 3-hydroxy-1 -azetidinecarboxylate (894 mg, 5.16 mmol) and triphenylphosphine (903 mg, 3.44 mmol) in Tetrahydrofuran (THF) (10 mL) was added dropwise DEAD (545 muIota, 3.44 mmol). The solution was let stir at room temp. After 1 hr the reaction observed 10% product and the reaction was heated at 60C. After 1 hr observed 80% desired product. Additional 100mg of the 5-bromo-4-chloro-1 H-pyrrolo[2,3- d]pyrimidine was added and heating was continued. The reaction was concentrated then loaded on to a 25g SNAP column with 0 to 35% EtOAc in Hexane gradient over 30minut.es to give 1 , 1-dimethylethyl 3-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)- 1-azetidinecarboxylate (624 mg, 94 % yield) as a white solid. LC-MS(ES) m/z = 386.9, 389.1 [M+H]+. 1 H NMR (400 MHz, DMSO-d6) delta 8.69 (s, 1 H), 8.38 (s, 1 H), 5.53 – 5.62 (m, 1 H), 4.33 (d, J = 8.34 Hz, 4H), 1 .43 (s, 9H).

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 22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia