Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 36847-10-6, 4,6-Dibromopyrimidine, 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, 36847-10-6, blongs to pyrimidines compound. name: 4,6-Dibromopyrimidine

10292] In this example, a method of synthesizing an organic compound of one embodiment of the present invention, 5,5?- (4,6-pyrimidinediyldi-3, 1 -phenylene)bis-5H-benzothieno[3, 2-c]carbazole (abbreviation: 4,6mBTcP2Pm) (structural formula (112)), is described. Note that a structure of 4,6mBTcP2Pm is shown below. 10293] Into a 100-mE three-neck flask were put 0.75 g (3.2 mmol) of 4,6-dibromopyridine, 3.3 g (6.9 mmol) of2-[3-(5H- benzothieno[3,2-c]carbazol-5-yl)phenyl]-4,4,5,5-tetram- ethyl-1,3,2-dioxaborol ane, and 96mg (0.32 mmol) of tris(2- methylphenyl)phosphine. The air in the flask was replaced with nitrogen. To this mixture were added 7 mE of a 2M aqueous solution of potassium carbonate, 16 mE of toluene, and 5 mE of ethanol. The mixture was degassed by being stirred under reduced pressure. To this mixture, 14mg (0.062 mmol) of palladium(II) acetate was added. The mixture was stirred at 90 C. under a nitrogen stream for 16 hours.10294] After that, a precipitated solid was collected by suction filtration. Chloroform was added to this solid, and irradiation with ultrasonic waves was performed; then, a solid was collected by suction filtration. Toluene was added to this solid, and irradiation with ultrasonic waves was performed. A solid was collected by suction filtration to give 1.9 g of a brown solid, which was the object of the synthesis, in a yield of 79%.10295] The synthesis scheme of the above synthesis method is shown below in (D-1).10296] By a train sublimation method, 1.9 g of the obtained brown solid was purified. In the purification by sublimation, the brown solid was heated at 360 C. under the conditions where the pressure was 3.0 Pa and the argon flow rate was 5.0 mE/mm. Afier the purification by sublimation, 0.76 g ofyellow solid was obtained at a collection rate of 40%.10297] By a train sublimation method, 0.76 g of the obtained yellow solid was again purified. In the purification by sublimation, the yellow solid was heated at 360 C. under the conditions where the pressure was 3.0 Pa and the argon flow rate was 5.0 mE/mm. Afier the purification by sublimation, 0.58 g of a yellow solid was obtained at a collection rate of 90%.10298] Analysis results by nuclear magnetic resonance (?H-NMR) spectroscopy of the obtained yellow solid are described below. FIGS. 32A and 32B are ?H-NMR charts. The results show that the organic compound of one embodiment of the present invention, 4,6mBTcP2Pm (structural formula (112)), was obtained.10299] ?H-NMR (CDC13, 300 MHz): oe (ppm)=7.43-7.55 (m, 12H), 7.77-7.84 (m, 411), 7.99 (d, J=8.7 Hz, 2H), 8.16- 8.20 (m, 5H), 8.28-8.33 (m, 4H), 8.44 (s, 2H), 9.36 (d, J=0.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36847-10-6, its application will become more common.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; Mitsumori, Satomi; OHE, Yuko; HAMADA, Takao; (66 pag.)US2016/75718; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 663194-10-3, 4-(4-Bromopyrimidin-2-yl)morpholine, 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, name: 4-(4-Bromopyrimidin-2-yl)morpholine, blongs to pyrimidines compound. name: 4-(4-Bromopyrimidin-2-yl)morpholine

In a sealed tube a mixture of 4-(4-bromopyrimidin-2-yl)morpholine (0.40 g, 1.64 mmol), Zn(CN)2 (0.35 g, 3.00 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.20 mmol) in anhydrous DMF was degassed with argon for 10 minutes and then warmed at 12O0C. After 2 hours, the mixture was cooled and diluted with saturated aqueous NH4Cl and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 20percent ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford 2-morpholin-4-yl- pyrimidine-4-carbonitrile.

The synthetic route of 663194-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; DISALVO, Darren; FANDRICK, Daniel Robert; HARCKEN, Christian; KUZMICH, Daniel; LEE, Thomas Wai-Ho; LIU, Pingrong; LORD, John; MAO, Can; NEU, Jochen; RAUDENBUSH, Brian Christopher; RAZAVI, Hossein; REEVES, Jonathan Timothy; SONG, Jinhua, J.; SWINAMER, Alan, David; TAN, Zhulin; WO2010/36632; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
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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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-chloro-4-methoxypyrimidine

Step AD1 : 1-(5-Bromo-4-methoxy-pyrimidin-2-yl)-3-methyl-azetidin-3-ol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (3.5 g, 15.7 mmol), 3-methylazetidin-3-ol hydrochloride (2.90 g, 23.5 mmol), and Et3N (4.4 mL, 31.3 mmol) in THF (50 mL) was stirred for 18 h at rt. 3-Methylazetidin-3-ol hydrochloride (1 g) was added. The reaction mixture was stirred for 72 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc 1 :1 ) to afford 2.5 g of the title compound. tR: 0.81 min (LC-MS 2) ; ESI-MS: 274.2 [M+H]+ (LC-MS 2); Rf: 0.25 (hexane/EtOAc 1 : 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, 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 914802-11-2, 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. 914802-11-2, name is 4-((Benzyloxy)methyl)-6-chloropyrimidine, molecular formula is C12H11ClN2O, 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.

To a 5-L 4-neck round bottom flask equipped with a mechanical stirrer, a thermometer, a heating mantle, a reflux condenser and a nitrogen inlet, was charged at 23 C, 5-hydroxyindole (1 , 257.7g, 1.94 mol) and acetonitrile (3 L). The dark mixture was stirred for 15 min. The internal temperature decreased to 15 C. In one portion, 4- (benzyloxymethyl)-6-chloropyrimidine (2, 386.6g, 1.65mol) was added. The flask was rinsed with acetonitrile (2 x 50 ml_) which was added to the batch. The reaction mixture was warmed to 20 C, and 1 ,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (380g, ~376ml_, 2.5 mol) was added drop wise via an addition funnel over 25 min. The reaction mixture turned from a yellow-tan slurry into a dark solution and was heated at an internal temperature of 64 – 66 C for 18h. The reaction mixture was concentrated at a bath temperature of 50 C to remove the majority of the acetonitrile. The residue was diluted with methyl t-butyl ether (MTBE)(1.5 L) and water (1.2 L). The layers were separated and the aqueous layer was extracted with MTBE (2 x 500 ml_). The organic layers were combined and washed with water (800 ml_), 0.5 N sodium hydroxide solution (800 ml_) and a mixture of saturated sodium chloride solution (500 ml_) and water (100 ml_). The organic layer wasconcentrated at a bath temperature of 50 C to afford crude 5-(6- (benzyloxymethyl)pyrimidin-4-yloxy)-1 H-indole (3, 707 g, >100%) as a dark viscous liquid which was used in the next step without further purification.

According to the analysis of related databases, 914802-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; GLAENZEL, Ulrike; NUFER, Robert; WO2014/184778; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 81560-03-4, Adding some certain compound to certain chemical reactions, such as: 81560-03-4, name is 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one,molecular formula is C5H5BrN2OS, 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 81560-03-4.

Example 11 Synthetic route

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. 81560-03-4, 5-Bromo-2-(methylthio)pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Changyou; ZOU, Wuxin; HUA, Yuxia; DANG, Qun; WO2011/133444; (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

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

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 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 1780-40-1 ,Some common heterocyclic compound, 1780-40-1, molecular formula is C4Cl4N2, 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 2,4,5,6-tetrachloropyrimidine (5 g, 22.9 mmol) in THF (50 mL) was added iN NaOH (31 mL, 31.2 mmol) dropwise, and the mixture was stirred overnight at RT. The solution was acidified with iN HC1 and extracted with DCM (3x). The organics were combined, dried, and concentrated in vacuo. The solids were slurried in Et20 for 30 mm at RT, filtered, washed with Et20, and dried to give 3.0 g (66%) of the title compound. [M+H] Calc?d for C4HC13N2O, 201; Found, 201.

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. 1780-40-1, 2,4,5,6-Tetrachloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; CHEN, Young, K.; KANOUNI, Toufike; KALDOR, Stephen, W.; STAFFORD, Jefrey, Alan; VEAL, James, Marvin; WO2015/168466; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia