Tag: M.W:200-300

Reference of 160199-05-3, 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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, molecular formula is C10H4Cl2N2S, 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.

In a round bottom flask, intermediate 1-3 (10 g, 39.2 mmol), (9-phenyl-9H-indazol-2-yl)boronic acid (11.3 g,39.2 mmol), tetrakistriphenylphosphonium (1.4 g, 1.2 mmol), sodium hydroxide (3.9 g, 98 mmol) and tetrahydrofuran (200 mL)Mixed solvent with deionized water (100 mL). The reaction system was heated to reflux at 80 C. After the reaction is completed, it is cooled to room temperature.The reaction solution was diluted with distilled water. The reaction mixture was then extracted with dichloromethane and water.Purification by silica gel chromatography, recrystallization to give intermediate 1-6 (13.6 g, 78%)

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 160199-05-3, 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine.

Reference:
Patent; Zhejiang Huaxian Optoelectric Technology Co., Ltd.; Zheng Xianzhe; Huang Dong; Hua Wanming; Quan Meizi; Zhao Xiaoyu; (34 pag.)CN109678876; (2019); 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. 36847-10-6, name is 4,6-Dibromopyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C4H2Br2N2

Synthesis Example 1 (0304) In this example, a method of synthesizing 9,9?-[pyrimidine-4,6-diyl bis(biphenyl-3,3?-diyl)]bis(9H-carbazole) (abbreviation: 4,6mCzBP2Pm) (the structural formula (100)), which is a heterocyclic compound of one embodiment of the present invention, is described. The structure of 4,6mCzBP2Pm is shown below. Synthesis of 4,6mCzBP2Pm (0305) First, 0.54 g (2.3 mmol) of 2,4-dibromopyrimidine, 1.8 g (5.0 mmol) of 3-(3-(9H-carbazol-9-yl)phenyl)phenyl boronic acid, and 69 mg (0.23 mmol) of tris(2-methylphenyl)phosphine were put into a 50-mL three-neck flask, and the air in the flask was replaced with nitrogen. (0306) Then, 4.9 mL of a 2M potassium carbonate aqueous solution, 12 mL of toluene, and 4 mL of ethanol were added to this mixture, and the mixture was degassed by being stirred under reduced pressure. To this mixture, 10 mg (0.045 mmol) of palladium(II) acetate was added and stirring was performed under a nitrogen stream at 90 C. for 16 hours. After the stirring, water was added to the mixture, and an aqueous layer was subjected to extraction with toluene. (0307) The obtained solution of the extract and an organic layer were combined, and the mixture was washed with water and saturated brine. Then, the mixture was dried with magnesium sulfate. This mixture was separated by gravity filtration, and the filtrate was concentrated to give an oily substance. The oily substance was purified by silica gel column chromatography (as the developing solvent, first hexane and toluene in a ratio of 5:1 were used, and then chloroform and ethyl acetate in a ratio of 50:1 were used). The obtained fraction was concentrated to give an oily substance. Chloroform was added to this oily substance, the mixture was suction-filtered through Celite and alumina, and the filtrate was concentrated to give an oily substance. This oily substance was purified by high performance liquid column chromatography (HPLC) (developing solvent: chloroform). (0308) The obtained fraction was concentrated to give an oily substance. This oily substance was recrystallized with toluene/hexane to give 1.0 g of a target white solid in a yield of 63%. (0309) By a train sublimation method, 0.99 g of the obtained white solid was purified. In the purification by sublimation, the white solid was heated at 320 C. under the conditions where the pressure was 2.7 Pa and the argon flow rate was 5 mL/min. After the purification by sublimation, 0.91 g of a pale yellow solid was obtained at a collection rate of 92%. A synthesis scheme of the above synthesis method is shown in (A-1) below. (0310) Analysis results by nuclear magnetic resonance (1H-NMR) spectroscopy of the pale yellow solid obtained by the above-described synthesis method are described below. FIGS. 15A and 15B show the 1H-NMR chart. FIG. 15B is a chart where the range from 7 (ppm) to 10 (ppm) on the horizontal axis (delta) in FIG. 15A is enlarged. The results revealed that 4,6mCzBP2Pm (the structural formula (100)), which is a heterocyclic compound of one embodiment of the present invention, was obtained in this example. (0311) 1H-NMR (CDCl3, 300 MHz): g=7.30 (td, J=7.2 Hz, 1.2 Hz, 4H), 7.39-7.50 (in, 8H), 7.59-7.66 (m, 4H), 7.72 (t, J=7.8 Hz, 2H), 7.78-7.83 (m, 4H), 7.89 (s, 2H), 8.13-8.20 (in, 7H), 8.45 (s, 2H), 9.34 (sd, J=1.2 Hz, 1H).

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, 36847-10-6, 4,6-Dibromopyrimidine.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; SEO, Satoshi; KUBOTA, Yuko; TAKAHASHI, Tatsuyoshi; MITSUMORI, Satomi; (77 pag.)US2016/308139; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6299-85-0 , The common heterocyclic compound, 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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 Compound 8 (1.04 g, 5.0 mmol) and DIPEA (1.04 mL) in THF (5 mL) at 0 C. was added Compound 132 (0.92 g, 5.5 mmol). The mixture was warmed to RT and stirred overnight. The mixture was concentrated, diluted with water and extracted with EtOAc. The organic extracts were dried over Na2SO4 and concentrated. The residue was purified by flash chromatography (SiO2, 0-80% EtOAc/DCM) to give Compound 133 as a white solid (1.5 g). Yield 89%. LC/MS: m/z=338 [M+H]+ (Calc: 337).

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Purdue Pharma L.P.; Lynch, Stephen M.; Yao, Jiangchao; Park, Jae Hyun; Tafesse, Laykea; US2015/284383; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3740-92-9, 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.3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.07, as common compound, the synthetic route is as follows.

EXAMPLE IX Seven grams of 4,6-dichloro-2-phenylpyrimidine is added in small portions to 30 ml. of beta-methoxyethylamine with slight warming and stirring. The resulting mixture is heated on a steam bath for several minutes and then poured into 500 ml. of water. The product thus obtained (5.1 g.) is recrystallized from n-heptane to afford 4-chloro-6-(2-methoxyethylamino)-2-phenylpyrimidine, 48.5°-50°C. Anal. for C13 H14 N3 OCl: Calcd. C, 59.21; H, 5.35; N, 15.93. Found: C, 59.32; H, 5.31; N, 15.72.

Statistics shows that 3740-92-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-phenylpyrimidine.

Reference:
Patent; American Home Products Corporation; US3940395; (1976); 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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 39551-54-7

To a solution of 6h (200 mg, 0.30 mmol) and 2,4- dichloropyrido[3,2-cf|pyrimidine (59.6 mg, 0.30 mmol) in THF (3 mL) was added NN- diisopropylethylamine (0.21 mL, 1.19 mmol). After stirring at 75C for 18 h, the reaction was cooled to rt, diluted with EtOAc (10 mL), washed with water (10 mL) and brine (10 mL), dried over Na2SC>4, then filtered and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc to provide 6i. LC/MS (ESI) calculated for C15H20CIN5O: m/z 322.14, found 322.12 [M+H]+; tR = 0.98 min. on LC/MS Method A.

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, 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; GILEAD SCIENCES, INC.; CHIN, Gregory; MACKMAN, Richard L.; MISH, Michael R.; ZABLOCKI, Jeff; (121 pag.)WO2018/45150; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 37131-87-6, 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.37131-87-6, name is 5-Bromopyrimidine-2-carboxylic acid, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

To a solution of 5-bromopyrimidine-2-carboxylic acid (3.22 g, 15.9 mmol) in MeOH (50 mL) at room temperature was added acetyl chloride (4.0 mL, 56.3 mmol). The reaction mixture was heated to reflux for 15 min, cooled to room temperature and concentrated under reduced pressure. The reaction mixture was diluted with saturated NaHCO3 (30 mL) and EtOAc, and transferred to a separatory funnel. The aqueous phase was extracted with EtOAc (4 x) and the combined organic extracts were washed with brine (1 x), dried over MgSO4, filtered, and concentrated to give methyl 5- bromopyrimidine-2-carboxylate (2.30 g, 10.6 mmol, 67% yield) as a white solid. LC/MS (ESI+) m/z = 216.9 (M+H). Calculated for C6H5BrN2O2216.0

The chemical industry reduces the impact on the environment during synthesis 37131-87-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); 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. 18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 18740-39-1

General procedure: Weigh 2,4-dichloro-7H-pyrrolopyrimidine (372 mg, 1 eq),P-trifluoromethoxyphenylboronic acid (1000 mg, 1.1 eq), triethylamine (1.2 eq),Bis(triphenylphosphine)palladium(II) chloride (0.1eq), N,N-dimethylformamide(28.5 ml), water (0.5 ml) was added to the flask and the temperature was raised to 85°C for 4 hours.After stopping the reaction, add water to the reaction solution100ml, stirring, ethyl acetate (20ml*4) extraction,The ester layer was dried over anhydrous sodium sulfate, concentrated, and separated by column chromatography.(petroleum ether:ethyl acetate=20:1)Obtained solid (680 mg, 41percent)

The synthetic route of 18740-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Xin Minxing; Tang Feng; Wen Jun; Shen Han; Tu Chongxing; Zhao Xinge; (48 pag.)CN104177363; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 720-01-4, 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 720-01-4, name is Ethyl 4-chloro-2-trifluoromethylpyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate (1 g, 3.93mmol) and N,N-diisopropylethylamine (1.37mL, 7.87mmol) in 2-propanol (8 mL) was added morpholine (0.42 mL, 4.92 mmol). The mixture was stirred at room temperature for 3 h and was then concentrated in vacuo. The resulting residue was purified by column chromatography (40% EA/Hex) to give ethyl 2-(trifluoromethyl)-4-moropholinopyrimidine-5-carboxylate as a white solid (1.2g, 98%).1H NMR (DMSO-d6, 400MHz): 8.71(1H, s), 4.32(2H, q), 3.68(4H, t), 3.59(4H, t), 1.31(3H, t). ESI-MS: 306 (M+1)

According to the analysis of related databases, 720-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Purushothaman, Baskaran; Arumugam, Parthasarathy; Kulsi, Goutam; Song, Joon Myong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 673 – 690;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 776-53-4 ,Some common heterocyclic compound, 776-53-4, molecular formula is C8H11N3O2S, 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.

Example 12 (4-Amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol A solution of 4-amino-2-methanesulfanyl-pyrimidine-5-carboxylic acid ethyl ester (13.36 g, 63 mmol) in 250 mL of tetrahydrofuran was added dropwise to a room temperature suspension of lithium aluminum hydride (3.82 g, 100 mmol) in 250 mL of tetrahydrofuran. After 30 minutes, the reaction was cooled to 0 C., and isopropyl alcohol was added until bubbling diminished. The reaction was quenched with 15 mL of water, 15 mL of 15% NaOH, and 50 mL of water, and the mixture was stirred for 1 hour. The white precipitate was removed by filtration, washing with ethyl acetate. The filtrate was concentrated in vacuo and 3:1 hexane:ethyl acetate was added. The solids were collected, washed with 3:1 hexane:ethyl acetate, followed by hexane. The solid was dissolved in ethyl acetate, and the solution was dried over magnesium sulfate. Filtration followed by concentration in vacuo gave 8.14 g (76%) of (4-amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol. Analysis calculated for C6H9N3OS: C, 42.09; H, 5.30; N, 24.54. Found: C, 42.31; H, 5.24; N, 24.27.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,776-53-4, its application will become more common.

Reference:
Patent; Booth, Richard John; Chatterjee, Arindam; Malone, Thomas Charles; US2004/224958; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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.

Ethyl 2,8,9J0J7J9.22-heptaazatricvclori6.3.1. .l0ltricosa-l(2U (23 8 8(22I19- entaene-21 -carboxylate (1279) (1280) A solution of 2,4-dicMoropyrirnidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 mL, 14.4 mmol) slowly at 0 C under nitrogen. After 30 min, hex-5-yn-l -amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added drop wise to a solution of 6-azidohexan-l -amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C. After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

According to the analysis of related databases, 2972-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; FRYE, Stephen; WO2015/157127; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia