Tag: M.W:100-200

Application of 2927-71-1, 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 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 2,4-dichloro-5-fluoropyrimidine 7a (0.83g, 5mmol) in THF (10mL) at 0C was slowly added THF solution of cyclopentylamine (0.74mL, 7.5mmol). The resulting mixture was stirred at 0C for 3h (monitored by TLC). The solvent was removed in vacuo and water (20mL) was added and extracted with CH2Cl2 (3×10mL). Combined organic phase was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude product was purified by column chromatography on silica gel (dichloromethane/methanol 50:1) to give 8a (0.83g, 77%) as a 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 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Article; Qin, Wen-Wen; Sang, Chun-Yan; Zhang, Lin-Lin; Wei, Wei; Tian, Heng-Zhi; Liu, Huan-Xiang; Chen, Shi-Wu; Hui, Ling; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 174 – 184;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4595-59-9 ,Some common heterocyclic compound, 4595-59-9, molecular formula is C4H3BrN2, 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.

[0217] Step 2. Pyrimidine-5-carboxaldehyde. To a solution of 5-bromopyrimidine (2 g, 12.58 mmol, 1.00 equiv) in THF (20 mL) placed in a 50-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen was added n-butyllithium (1.1 mL) at -78 C. The reaction mixture was stirred at -78 C for another 2 h. Ethyl formate (5.2 mL) was then added and the resulting solution was stirred for 2 h at -78 C. The resulting mixture was warmed to 0C and washed with 50 mL of brine. The organic layer was dried with anhydrous sodium carbonate and concentrated. The residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1:1) to give 11 g of crude pyrimidine-5- carboxaldehyde as a yellow oil. TLC: ethyl acetate/petroleum ether (1/1), Rf = 0.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-59-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; GOSSELIN, Francis; ZAK, Mark; ZHENG, Xiaozhang; WO2013/130935; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5767-35-1, 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 5767-35-1 as follows.

Example 11 : Synthesis of (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol- -yl)-N’-(6-chloropyrimidin-4-yl)acrylohydrazide (1-12).A 25-mL, 3-necked, round-bottomed flask was charged with a solution of (Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-lH-l,2,4-triazol-l-yl)acrylic acid (0.5 g) and 4-chloro-6- hydrazinopyrimidine (0.20 g, 1.0 eq.) in EtOAc (5.0 mL). The mixture was cooled at -40 C and treated with T3P (2.3 mL, 2.5 eq.) and DIPEA (0.98 mL, 4.0 eq.). TLC analysis (using 5% MeOH-CH2Cl2 as eluent) showed that the starting material was consumed after 30 min. The reaction mixture was then diluted with CH2O2, washed with water, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure (25 C, 20 mmHg) to afford crude material that was subjected to preparative TLC purification using 5% MeOH-CH2Cl2 with as the mobile phase. This afforded 250 mg (yield: 36.74%) (Z)-3-(3-(3,5- bis(trifluoromethyl)phenyl)- 1 H- 1 ,2,4-triazol- 1 -yl)-N’-(6-chloropyrimidin-4-yl- )acrylohydrazide. 1H NMR (400 MHz, DMSO-d6), delta= 10.59 (br s, exchangeable, 1H), 9.85 (br s, exchangeable, 1H), 9.52 (s, 1H), 8.50 (s, 2H), 8.38 (s, 1H), 8.27 (s, 1H), 7.52-7.55 (d, 1H, J= 10.4 Hz), 6.69 (s, 1H), 6.05-6.08 (d, 1H, J= 10.4 Hz); LCMS: Calculated forCI7HII C1F6N70 (M+H)+ 478.76; found: 478.09 (RT 2.79 min, purity: 97.51%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5767-35-1, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHACHAM, Sharon; MCCAULEY, Dilara; SHECHTER, Sharon; WO2013/19548; (2013); 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. 16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 16019-33-3

To a solution of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (2.80 g, 14.66 mmol) and ((1S,4S)-4-aminocyclohexyl)methanol (Step AS.3, 14.66 mmol) in anhydrous EtOH (30 mL) was added DIEA. The reaction was stirred in a sealed vial at 60 C for 20 h.The reaction was diluted with EtOAc (150 mL), washed with water (10 mL), saturated aqueous NaCI (10 mL), dried over Na2S04 and evaporated. The residue was purified by flash chromatography (Si02, EtOAc: hex/0- 100%) to give the title compound as a yellow solid. MS m/z 266.1 (M+H+) (Method M).

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, 16019-33-3, 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 939986-65-9, 6-Chloropyrimidine-4-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, Recommanded Product: 939986-65-9, blongs to pyrimidines compound. Recommanded Product: 939986-65-9

A mixture of compound 4 (50 mg, 0.186 mmol), 6-chloropyrimidine-4-carbonitrile (34 mg, 0.242 mmol), K2C03 (52 mg, 0.373 mmol) and DMF (1 mL), was stirred at RT for 5 h. Additional K2C03 (26 mg, 0.188 mmol) was added and the mixture stirred for a further 2.5 h. The reaction mixture was partitioned between water (10 mL), brine (5 mL), aq 2M HC1 (5 mL), and EtOAc (10 mL). The organic layer was separated, dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified (silica gel; eluting with 0-35% EtOAc in hexanes), to afford compound 5 (69 mg, 100%) as a white solid. ?H NIVIR (300 MHz, DMSO-d6): 8.84 (m, 1H), 7.95 – 7.99 (m, 2H), 7.37 – 7.46 (m, 2H), 7.09 (m, 1H), 6.86 (m, 1H), 6.75 (m, 1H), 6.02 (m, 1H), 5.37 (s, 2H), 3.78 (s, 3H), 2.35 (s, 3H); LCMS Mass: 372.0 (M+1).

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 22536-61-4, 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 22536-61-4 as follows.

A 3 L 3-necked round bottom flask was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), cesium carbonate (156 mL, 1945 mmol) and a large stir bar. Water (1565 mL) was addedand the mixture was stirred for several mm and then THF (244 mL) was added. Argon was bubbled through the mixture for 5 mm and then palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 mins. The temperature was raised to 62 °C and stirring was continued to completion. The reaction was then cooled to RT and filtered through two Whatman GF/F filter cups, rinsing with ether. The mixture was transferred to a separatory funnel, and the layers were separated. The aqueous layer was further extracted with diethyl ether (4 x 200 mL). The organic layers were combined and dried over anhydrous MgSO4 and then filtered. The mixture was partially concentrated on the rotory evaporator at 20 °C and 115 torr for an extended period of time to give an orange liquid. The material was further purified by Kugelrohr distillation to isolate the title compound (65.4g, 70percent) as a light yellow oil. 1H NMR (400 MHz, CDC13) oe 2.31 (s, 3H), 5.68 (d,J10.56 Hz, 1H), 6.55 (d,J17.22 Hz, 1H), 6.86 (dd,J17.41, 10.56 Hz, 1H), 8.54 (s, 2H). LCMS-ESI (pos.)m/z:121.1 (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,22536-61-4, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17119-73-2, 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. 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2S, 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.

Reference Synthesis Example 3 Synthesis of 4-chloro-6-methyl-2-(methylsulfonyl)pyrimidine (Compound III-7) 4-Chloro-6-methyl-2-(methylthio)pyrimidine (Compound IV-7) (2.0 g, 0.0114 mol) was dissolved in chloroform, m-chloroperbenzoic acid (5.64 g, (purity ca. 70%), 0.0114*2.0 mol) was added thereto and the solution was stirred for about 2 hours at room temperature. The reaction solution was partitioned between chloroform and saturated aqueous sodium hydrogen carbonate to separate an organic phase, which was then washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated, and thereafter, purified on silica gel column to obtain the compound (III-7). Yield: 2.25 g (95%). m.p. 67 to 70 C. 1 H-NMR (60 MHz, CDCl3, delta): 2.63(3H,s), 3.30(3H,s), 7.38 (1H,s).

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 17119-73-2, 4-Chloro-6-methyl-2-(methylthio)pyrimidine.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5599770; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56621-89-7, 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.56621-89-7, name is 5-Amino-2-methoxypyrimidine, molecular formula is C5H7N3O, molecular weight is 125.1286, as common compound, the synthetic route is as follows.

A solution of 2- methoxypyrimidin-5-amine (100 mg, 0.8 mmol) and activated molecular sieves 3A (60 mg) in DCE (2.0 mL) was treated with paraformaldehyde (144 mg, 4.8 mmol) and sodium triacetoxyborohydride (509 mg, 2.4 mmol). The resulting mixture was allowed to stir at room temperature for 18h, then filtered over a glass filter and the resulting crude mixture was washed few timeswith DCM. Removal of the solvent gave a crude product which was subjected to flash chromatography on neutral alumina gel Al2O3, pH = 7) eluting with DCM as solvent To give the compound as white solid in 31% yield: 1H NMR (400 MHz, DMSO-d6) delta 7.94 (s, 2H), 5.57 – 5.44 (m, 1H), 3.78 (s, 3H), 2.67 (d, J = 5.3 Hz, 3H).

Statistics shows that 56621-89-7 is playing an increasingly important role. we look forward to future research findings about 5-Amino-2-methoxypyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; ISTITUTO GIANNINA GASLINI; FONDAZIONE PER LA RICERCA SULLA FIBROSI CISTICA – ONLUS; BANDIERA, Tiziano; BERTOZZI, Fabio; DI FRUSCIA, Paolo; SORANA, Federico; BERTI, Francesco; RODRIGUEZ GIMENO, Alejandra; CACI, Emanuela; FERRERA, Loretta; PEDEMONTE, Nicoletta; VICENTE GALIETTA, Luis Juan; (281 pag.)WO2018/167690; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1119280-68-0, 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. 1119280-68-0, name is 2-Chlorothieno[3,2-d]pyrimidine, molecular formula is C6H3ClN2S, 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.

The intermediate 8 (1 equiv) and N-iodosuccinimide (3 equiv)were mixed in acetic acid and heated at 80 C for 24 h. The reactionwas then partitioned between water and EtOAc, and the aqueouslayer was extracted twice with EtOAc. The combined organic fractionswere washed with saline, dried over anhydrous Na2SO4, andfiltered. The filtrate was concentrated and purified using chromatographyto yield the intermediate 9.1H NMR (600 MHz, DMSO-d6)d 9.49 (s, 1H), 8.85 (s, 1H). MS (ESI) m/z(%): 296.5 [MH].

According to the analysis of related databases, 1119280-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Yixuan; Cheng, Maosheng; Hao, Chenzhou; Wang, Ruifeng; Wu, Tianxiao; Yang, Bowen; Yu, Sijia; Zhao, Dongmei; Zhao, Xiangxin; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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Pyrimidine – Wikipedia

Reference of 1780-26-3, 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.1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine, molecular formula is C5H4Cl2N2, molecular weight is 163.0047, as common compound, the synthetic route is as follows.

A mixture of 4,6-dichloro-2-methylpyrimidine (162 mg, 1 mmol) and 1-(2-ethanol)-ylpiperazine (260 mg, 2 mmol) was stirred in dichloromethane (40 mL) at room temperature overnight. After the nucleophilic substitution reaction, after TLC monitoring the reaction, The product 1c (218mg) was isolated through a silica gel column, a white solid, melting point: 72 C, The yield was 85% and the purity was 95%.

The chemical industry reduces the impact on the environment during synthesis 1780-26-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangdong University of Technology; Chen Huixiong; Yan Longjia; Li Yongliang; Deng Minggao; Chen Anchao; (25 pag.)CN110483493; (2019); A;,
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Pyrimidine – Wikipedia