Day: June 30, 2021

Synthetic Route of 4595-61-3, 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. 4595-61-3, name is Pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

5-pyrimidinecarboxylic acid 1.000 mmol was weighed at 2 ° CAnd 2-(7-oxobenzotriazole)-N,N,N’,N’-tetramethyluron hexafluorophosphate(HATU) 1.000 mmol was placed in a round bottom flask,Dissolved with 8mLDCM,After stirring for 10 min, N,N-diisopropylethylamine (DIPEA) was added 1.700 mmol.Stirring was continued for 10 min, and a solution of 5-methyl-7-(2-fluoro-4-aminophenoxy)-pyrazolo[1,5-a]pyrimidine 0.800 mmol in DCM was slowly added dropwise. After 10 min, the system was placed. Reaction at 35 ° C for 24 h,TLC detection;After the reaction is completed, the organic phase is washed three times with a saturated sodium chloride solution, and the reaction by-products are washed away.The organic phase was dried over anhydrous sodium sulfate and filtered to give a crude material.Pass through the column [V: V (ethyl acetate: petroleum ether) = 1:6],Get a white solid0.060g,That is, the product 7-[2-fluoro-4-(5-pyrimidinamide)phenoxy]-5-methylpyrazolo[1,5-a]pyrimidine(1H NMR and 13C NMR spectra are shown in Figure 7),The yield was about 42percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-61-3, its application will become more common.

Reference:
Patent; Guangzhou Medical University; Zhang Chao; Liang Xintong; Xie Guoquan; Luo Guolin; Wu Wenhao; Yu Lihong; (25 pag.)CN108727386; (2018); A;,
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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., Formula: C5HCl2N3

4,6-Dichloropyrimidine-5-carbonitrile (4.8 g, 27.59 mols) was suspended in 30 mL dioxane and the mixture was cooled at 0C in an ice bath. Ammonia solution (7N in methanol, 20 mL, 140 mmol) was added dropwise over 20 min. The mixture was stirred at 0C for 30 min. The solvent was evaporated and the crude was re-dissolved in tetrahydrofuran. A precipite was formed and filtered and washed with more tetrahydrofuran. The organics were evaporated under reduced pressure. The residue was purifed using a SP1Purification System (20%-80%, hexane-ethyl acetate) to give 2.38 g (56% yield) of the title compound as a white solid. Purity 100%.LRMS (m/z): 155 (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, 5305-45-3, 4,6-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.5691, as common compound, the synthetic route is as follows.Safety of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

Synthesis of 7-(2-nitrobenzyloxy)methyl-7-deaza-2?-deoxyadenosine-5?-triphosphate6-Chloro-7-iodo-7-deazapurine (dA.23): Compound dA.23 was synthesized according to the procedure described by Ju et al. (2006, which is incorporated herein by reference). To a suspension of 6-chloro-7-deazapurine (1.00 g, 6.51 mmol) in anhydrous CH2Cl2 (55 mL) was added N-iodosuccinimide (1.70 g, 7.56 mmol). The reaction was protected from light while stirring at room temperature for two hours. The reaction was then concentrated down in vacuo. The material was re-crystallized from hot methanol to yield 6-chloro-7-iodo-7-deazapurine dA.23 (0.94 g, 52%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Lasergen, Inc.; Litosh, Vladislav A.; Hersh, Megan N.; Stupi, Brian P.; Wu, Weidong; Metzker, Michael L.; US9200319; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 180869-36-7, 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 180869-36-7, name is 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

b 2-Methylthiopyrimidine-4-carboxaldehyde The product of example 1(a) (9.96 g, 50 mmol), and 3N HCl (42 mL, 126 mmol) were combined and stirred at 48 C. for 16 h, cooled to 23 C., combined with EtOAc (200 mL) and made basic by the addition of solid Na2 CO3 (12.6 g, 150 mmol). The aqueous phase was extracted with EtOAc (4*150 mL, dried (Na2 SO4), concentrated and the residue was filtered through a pad of silica (ca 150 mL) with CH2 Cl2 to afford 7.49 g (97%) of the title compound 1 H NMR (CDCl3): delta9.96 (s,1), 8.77 (d, 1), 7.44 (d, 1), 2.62 (s,3).

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 180869-36-7, 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine.

Reference:
Patent; SmithKline Beecham Corporation; US5756499; (1998); A;,
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. 14160-93-1, name is 4-Amino-6-chloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Amino-6-chloropyrimidine-5-carbaldehyde

6-Chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine (28) [0170] A suspension of (methoxymethyl)triphenylphosphonium chloride (276.0 g, 0.807 mol, 1.1 equiv) in THF (1.5 L) was cooled in an ice/salt bath to -2 C. and 1 M potassium tert-butoxide (KOtBu) in THF (807 mL, 0.807 mol, 1.1 equiv) was added over 1.5 h at -2 to -3 C. The deep red-orange mixture was stirred at -2 to -3 C. for 1 h. 4-Amino-6-chloropyrimidine-5-carbaldehyde (115.2 g, 0.7338 mol, 1.0 equiv) was then added portion wise to the reaction mixture as a solid form using THF (200 mL) to rinse the container and funnel. During the addition the reaction temperature increased from -3 to 13 C. and a brown color developed. When the reaction temperature dropped to 10 C., the cooling bath was removed and the reaction mixture was allowed to warm to ambient temperature and stirred at ambient temperature for 42 h. The reaction mixture was cooled to -2 C. before being quenched by the slow addition of saturated NH4Cl aqueous solution (750 mL). The mixture was concentrated under reduced pressure to remove most of the THF. The residue was partitioned between EtOAc (3 L) and H2O (1 L). The organic phase was filtered to remove insoluble material at the interface, then extracted with 2 N HCl (4×250 mL) followed by 3 N HCl (2×250 mL). The combined HCl extracts were back-extracted with EtOAc (500 mL) then filtered through Celite to remove insoluble material. The filtrate was cooled in an ice/brine bath, adjusted to pH 8 with a 6 N aqueous NaOH solution and extracted with EtOAc (3×1 L). The combined EtOAc extracts were washed with brine (1 L), dried over Na2SO4, stirred with charcoal (10 g) and silica gel (10 g) for 1 h. The mixture was filtered through Celite, washing the Celite pad with EtOAc (1 L). The filtrate was concentrated, co-evaporating residual EtOAc with n-heptane (500 mL). The resulting tan solid was pumped under high vacuum for 2 h to afford crude 6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine (72.3 g, 136.2 g theoretical, 53.1%). The crude desired product was used in the following reaction without further purification. A sample of crude product (2.3 g) was purified by silica gel column chromatography on, eluting with 0-35% EtOAc/n-heptane to give 1.7 g of pure 6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine as a white solid, which was found to be a 1 to 2 mixture of E/Z isomers. 1H NMR (300 MHz, DMSO-d6) for E-isomer: delta 8.02 (s, 1H), 7.08 (bs, 2H), 6.92 (d, 1H, J=13.1), 5.35 (d, 1H, J=13.0 Hz), 3.68 (s, 3H) ppm and for Z-isomer: delta 8.06 (s, 1H), 7.08 (bs, 2H), 6.37 (d, 1H, J=6.8 Hz), 5.02 (d, 1H, J=6.7 Hz), 3.69 (s, 3H) ppm; C7H8ClN3O (MW, 185.61), LCMS (EI) m/e 186/188 (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, 14160-93-1, 4-Amino-6-chloropyrimidine-5-carbaldehyde.

Reference:
Patent; Incyte Corporation; Liu, Pingli; Wang, Dengjin; Wu, Yongzhong; Cao, Ganfeng; Xia, Michael; US2014/256941; (2014); 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. 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. A new synthetic method of this compound is introduced below., category: pyrimidines

General procedure: Aq 1 M NaOH (9 mL, 1.5 equiv) was added to a stirred MeOH (20mL) solution of the appropriate aromatic thiol (7.2 mmol, 1.2equiv). The solution was stirred at r.t. for 15 min and then the heterocyclicalkyl bromide 2 or 3 (6 mmol, 1 equiv) was added. When rosuvastatin moiety bromides 2 were used, THF (10 mL) was also added to the mixture to improve solubility. After 18 h, the solvent was evaporated, the residue was dissolved in CH2Cl2 (50 mL), and washed with H2O (100 mL). The aqueous phase was additionally extracted with CH2Cl2 (2 × 25 mL). The combined organic phases were dried (MgSO4) and the solvent was evaporated. The residuewas recrystallized and the isolated product was dried in vacuumovernight at 60 C below 50 mbar to give the pure sulfide heterocyclic precursor 4 or 5 in 75-97% yield.

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, 799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide.

Reference:
Article; Fabris, Jan; ?asar, Zdenko; Smilovi?, Ivana Gazi?; ?rnugelj, Martin; Synthesis; vol. 46; 17; (2014); p. 2333 – 2346;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3438-46-8, 4-Methylpyrimidine, 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, Formula: C5H6N2, blongs to pyrimidines compound. Formula: C5H6N2

To a solution of compound 4-methylpyrimidine (2.07 g, 22.0 mmol) in THF (150 mL) was added AIBN (0.36 g,2.2 mmol) followed by a solution of NBS (4.7 g, 26 mmol) in THF (20 mL) at 0 C,The reaction was then heated to 70 C overnight. After cooling the reaction mixture was filtered through celite, the filtrate was concentrated under reduced pressure,The crude product was purified by silica gel column chromatography (eluent:PE / EtOAc (v / v) = 3/2) to give 1.5 g of a red-brown oil, yield: 39%.

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 74356-36-8, 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 74356-36-8, name is 2,4-Dimethyl-pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

The compound of Reference Example 56 (253mg, 1.00mmol) and 2,4-dimethylpyrimidine-5-carboxylic acid (152mg, 1.00mmol) and 1-hydroxybenzotriazole (135mg, 1.00mmol) and 1-(3 dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (230 mg, 1.20 mmol) and triethylamine (418muL, 3.00mmol) and a mixture of N,N-dimethylformamide (2 mL) was stirred at room temperature for 16 hours. Thereafter, the reaction mixture was purified by directly preparative high-performance liquid column chromatography. Then the obtained product (157mg, 0.50mmol) in tetrahydrofuran (5.0 mL) lithium aluminum hydride (56.9mg, 1.50mmol) of was added at 10 C. After 16 hours with stirring at 10C , the water and 10% sodium hydroxide solution was added, the precipitate was removed by Celite filtration, and the filtrate was concentrated. The resulting concentrated residue was purified by preparative high-performance liquid column chromatography, to give the title compound (4%).

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 74356-36-8, 2,4-Dimethyl-pyrimidine-5-carboxylic acid.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; YOSHINAGA, HIDEFUMI; URUNO, YOSHIHARU; NAGATA, HIDETAKA; HASHIMOTO, MASAKAZU; KATO, TARO; (82 pag.)JP2016/108326; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 130049-82-0, 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 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. This compound has unique chemical properties. The synthetic route is as follows.

To a 250 ml three-necked flask, ethanol (100 mL), HW03603-4 (24.2 g, 46 mmol) and 6N HCl or trifluoroacetic acid (50 mL) were sequentially added at room temperature. Then, the reaction system was stirred at room temperature overnight. Depressurization to give a white solid HW03603-5 (about 20g,Yield 100%). Used directly in the next step. Preparation of target compound HW03603: Steps 1-4 of Reference Example 1 Preparation of target compound HW03603: Steps 1-4 of Reference Example 1Add to the 100 ml three-necked bottle at room temperature:Methanol (50 mL), HW03603-5 (4.6 g, 10.8 mmol),HW036-6 (2.62g, 10.8mmol)And N,N-diisopropylethylamine (4.2 g, 32.4 mmol).Then, the reaction system was heated to reflux and stirred overnight.The solvent was evaporated to dryness The organic phase was combined, washed with saturated brine, dried over anhydrous sodium sulfate and filtered.Depressurization to obtain a solid,Recrystallization from methanol gave a white solid HW03603 (3.35 g, yield 49%).

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 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; Shanghai Kezhen Pharmaceutical Technology Co., Ltd.; Dong Huanwen; Zhang Lurong; (55 pag.)CN109748914; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 83410-15-5, 4-Chloro-5-iodo-6-methylpyrimidine, 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: 4-Chloro-5-iodo-6-methylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 4-Chloro-5-iodo-6-methylpyrimidine

A mixture of 2.38 g (9.73 mmol) A-3, 1.55 g (13.1 mmol) D-10, 53 mg (0.28 mmol) CuI, 0.25 g (0.94 mmol) triphenylphosphine, 0.20 g (0.28 mmol) bis(triphenylphosphine)-palladium(II) chloride and 15.6 mL (112 mmol) triethylamine in 15 mL dry THF is stirred under argon atmosphere at 85 C. for 1 h. The reaction mixture is cooled to RT and 100 mL DCM and 100 mL water are added. The phases are separated and the organic phase is washed with water, dried over MgSO4 and concentrated under reduced pressure. The residual product is purified by NP chromatography (silica gel, 2-15% MeOH containing 0.1% NH3 in DCM). Yield: 0.74 g (32%).

The synthetic route of 83410-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; KRAEMER, Oliver; van der VEEN, Lars; US2013/23533; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia