Day: September 18, 2021

Electric Literature of 26032-72-4 , The common heterocyclic compound, 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

First Step: Synthesis of Intermediate Product (D)In a 500 mL round-bottomed flask having a thermometer, a reflux condenser, and an agitator, 8.0 g (14.3 mmol) of compound (A), 8.04 g (35.7 mmol) of compound (C), and 0.8 g (0.69 mmol) of tetrakis(triphenylphosphine)palladium were mixed with 300 mL of tetrahydrofuran under a nitrogen atmosphere, and then the mixed solution was mixed with 100 mL of 2 M potassium carbonate (K2CO3) and agitated at 70 C. for 12 hours.By cooling to room temperature, the reaction was completed, and then the produced solid was filtered and washed with methanol several times. The final residue was purified by silica-gel chromatography using a chloroform solvent to provide an intermediate product (D) in 6.6 g (yield: 67.4%).

The synthetic route of 26032-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JUNG, Sung-Hyun; KANG, Myeong-Soon; JUNG, Ho-Kuk; KIM, Nam-Soo; LEE, Nam-Heon; KANG, Eui-Su; KANG, Dong-Min; CHAE, Mi-Young; US2012/256174; (2012); A1;,
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

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

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. 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, the common compound, a new synthetic route is introduced below. Recommanded Product: 130049-82-0

EXAMPLE 8 Preparation of 3-[2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (Formula I), Using Microwave Radiation 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (5 g), 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole monohydrochloride (5.2 g), methanol (200 mL) and N-(1-methylethyl)-2-propanamine (4.16 g) were charged into a microwave reactor vessel. Microwave radiation was applied for 7 minutes (temperature raised to 70 C.). After completion of the reaction, solvent was distilled completely under vacuum. To the residue, water (25 mL) was added and the mixture was extracted with dichloromethane (3*25 mL). Combined organic layer was distilled under vacuum at 40 C. to afford a residue. To the residue, acetone (100 mL) was added and heated to reflux for 10 minutes. The mass cooled to 30 C., maintained for about 10-15 minutes, filtered and washed with acetone (5 mL). The solid was dried at 58 C. to afford 4.5 g of the title compound.

The synthetic route of 130049-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Padi, Pratap Reddy; Bollikonda, Satyanarayana; Akundi, Surya Prabhakar; Cherukupally, Praveen; Suthrapu, Sashikanth; Mohanarangam, Saravanan; Kandirelli, Venkat Kiran; Chellu, Malleswara Rao; Pagadala, Narasimha Rao; US2009/48272; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6693-08-9 ,Some common heterocyclic compound, 6693-08-9, molecular formula is C4Cl3FN2, 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.

A suspension of 2, 4, 6-trichloro-5-fluoropyrimidine (2.21 g, 8.78 mmol) , (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (1.75 g, 8.78 mmol) , K2CO3(2.43 g, 17.60 mmol) in DMF (5 mL) was stirred at rt overnight. The reaction was quenched with water (100 mL) , and the resulting mixture was extracted with ethyl acetate (50 mL × 3) . The combined organic layers were washed with saturated brine (50 mL × 3) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 5/1) to give the title compound as a white solid (2.71 g, 89 %) .MS (ESI, pos. ion) m/z: 348.0 [M+H]+.

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. 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (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. 355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, 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. name: (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester

Example 7- (Preparation in ACN/H20) A 250ML flask equipped with a mechanical stirrer was charged with ACN (25 mL), t- Butyl-Rosuvastatin (5 g), H20 (25 mL) and NAOH pellets (1. 86G). The mixture was stirred at ambient temperature for 2 hours. The phases were separated in a separating funnel. The aqueous phase was concentrated under reduced pressure to obtain an oily residue (12.0 g). To this residue was added water (40 ml) and 5.5 g CaCl2. The solution was stirred at ambient temperature for 15 hours (overnight) to form a white precipitate. The organic phase was concentrated under reduced pressure to obtain an oily residue (13.0 g). To this residue were added 40 mL water and 5.5 g CaCl2. The solution was stirred at ambient temperature for 15 hours (over night) to FORM a white precipitate. Both parts were filtered and washed with 10 mL of water to get a powdery compound. (0. 86 g from aqueous phase, 4.01 g from organic phase)

With the rapid development of chemical substances, we look forward to future research findings about 355806-00-7.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/23778; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13223-43-3, 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine, 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: 13223-43-3, blongs to pyrimidines compound. Recommanded Product: 13223-43-3

2-Amino-5,7-dimethoxy [1,2,4] triazolo [1,5-a] pyrimidine (25.4g, 0.13mol) Add to 137g of dichloromethane, After stirring, 4-dimethylaminopyridine (0.006 g, 0.05 mmol) and 2-methoxy-4-(trifluoromethyl)-pyridine-3-sulfonyl chloride (27.5 g, 0.1 mol), After stirring for 30 minutes, Triethylamine (13.1 g, 0.13 mol) was added dropwise at room temperature. Finally, the temperature was raised to 35 C for 3 h. The mixture was then treated with 4N HCl (60g), was stirred at 25 1 hour, cooled to 10 , filtered, washed with water, washed with methanol and dried to give 40.8 g of pyroxsulam, 94% yield, 98.5% purity (HPLC).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13223-43-3, 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Changzhou Woteng Chemical Technology Co., Ltd.; Cao Wei; (5 pag.)CN108892671; (2018); A;,
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 769-42-6, name is 1,3-Dimethylbarbituric acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 769-42-6

General procedure: A mixture of isatin (1 mmol), malononitrile (1 mmol) and dimedone (1 mmol) was stirred at room temperature in the presence of SnO2 nanoparticles and 2 mL of EtOH. The reaction progress was monitored by TLC (n-hexane/ethyl acetate, 2:1 ratio). After that, the resulted mixture (containing the solid product and nano catalyst) was dissolvedin acetone and filtered for separation of the catalyst. Finally, the product 5a was obtained after evaporation of acetone and for further purification recrystallized from EtOH.

With the rapid development of chemical substances, we look forward to future research findings about 769-42-6.

Reference:
Article; Moradi, Leila; Ataei, Zeynab; Zahraei, Zohreh; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1273 – 1281;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5750-76-5, Adding some certain compound to certain chemical reactions, such as: 5750-76-5, name is 2,4,5-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 5750-76-5.

Step 2: Preparation of 2-((2,5-dichloropyrimidin-4-yl)amino)-N-methylbenzamide (3); 2-Arrdno-N-iTiethylbenzarnide (2, 9 g, 60 mmol) and potassium carbonate ( 16.5 g, 120 mmol) were taken up in dimethylformamide (DMF )( 100 mL) to form a mixture and the mixture was stirred for 10 min. 2,4,5-trichloropyrimidine ( 1 1 g, 60 mmol) was added drop wise to the mixture and the mixture was stirred at 80 C for 1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was cooled and filtered through a Buckner funnel. The filtered solid was washed with water and dried to afford 2-((2,5-dichloropyrimidin-4-yl)amino)-N-methylbenzamide as a light yellow solid (3, 15.2 g, 85.8%). NMR (DMSO-i/6): delta 8.90 (bs, 1 H), 8.60-8.40 (m, 1 H), 7.80-7.60 (d, 1 H), 7.70-7.50 (t, 1 H), 7.30-7.20 (t, 1 H), 2.80 (s, 3H).

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GATEKEEPER PHARMACEUTICALS, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/140338; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, 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, Quality Control of 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, blongs to pyrimidines compound. Quality Control of 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one

N, N-dimethyiethane- 1 ,2-diamine (0.023 m L,0.213 mmoi) was added to a stirred soiution of 2-aiiyi-6-(methyithio)- 1 H-pyrazoio[3,4- d]pyrimidin-3(2H)-one (47.3 mg, 0.213 mmoi) [Prepared according to EP2213673B1 (Production Exampie 1, p37)], [(6-bromopyridin-2-yi)(methyi)oxo-lambda6- suifanyiidene](methyi)amine (53.1 mg, 0.213 mmoi), copper(i) iodide (40.6 mg, 0.213 mmoi), and potassium carbonate (41.2 mg, 0.298 mmoi) in 1,4-dioxane (1.0 mL) at RT. The reaction mixture was heated to 95 00 After 20 h, the reaction mixture was partitioned between saturated ammonium hydroxide (aq) soiution and EtOAc, separated, extracted (EtOAc x 3), organics combined, dried (Phase Separator), the soivents were removed in vacuo, and the remaining residue was purified by fiash chromatography (0-100%, EtOAc in cyciohexane) to give the titie compound (7.1 mg, 9%) as a paie yeiiow oii.LCMS (Method A): RT = 0.91 mm, mlz = 391 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,955368-90-8, 2-Allyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one, and friends who are interested can also refer to it.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BURKAMP, Frank; ROUNTREE, James Samuel Shane; TREDER, Adam Piotr; (155 pag.)WO2018/11569; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia