Day: May 7, 2021

Electric Literature of 1780-33-2, Adding some certain compound to certain chemical reactions, such as: 1780-33-2, name is 4,6-Dichloro-2,5-dimethylpyrimidine,molecular formula is C6H6Cl2N2, 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 1780-33-2.

Preparation F (6–Chloro-2,5-dimethylpyrimidin-4-yl)-(2,4,6-trimethylphenyl)-acetonitrile To a solution of mesitylacetonitrile (0.900 g, 5.65 mmol) in 8 ml dry THF was added sodium hydride (60percent in oil, 0.250 g, 6.21 mmol) and the mixture was stirred at room temperature for 40 minutes. 2,5-Dimethyl-4,6-dichloropyrimidine (1.000 g, 5.65 mmol) was added and the resulting mixture was heated at reflux for 5 hours. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give 1.800 g of a yellow oil. The oil residue was purified through silica gel column chromatography using 10percent ethyl acetate in hexane as eluent to give 0.986 9 (58.3percent) of the title compound as a white solid, mp 100-102¡ã C. 1 H NMR (CDCl3) delta6.86 (s, 2H), 5.60 (s, 1H), 2.69 (s, 3H), 2.25 (s, 3H), 2.18 (s, 6H), 1.92 (s, 3H) ppm.

According to the analysis of related databases, 1780-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US5962479; (1999); A;,
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. 1193-21-1, name is 4,6-Dichloropyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 1193-21-1

298 mL of methanol was added to 387 mL (7.98 mols) of hydrazine monohydrate, cooled at 10C (inside temperature), and 149 g (1.00 mol) of 4,6-dichloropyrimidine was gradually added to the mixture liquid (at inside temperature of not higher than 20C), then the ice bath was removed, and this was restored to room temperature and stirred at the temperature for 30 minutes. Afterwards, this was further heated up to 60C (inside temperature), and stirred at the temperature for 5 hours. After the reaction, 750 mL of water was added thereto, and cooled with ice to 8C (inside temperature), and the precipitated crystal was collected through filtration, washed with water poured thereto, and then with isopropanol poured thereto. This was dried at room temperature for 36 hours to give 119 g of the intermediate (c) (white powder, yield 84.5%). The NMR data of the obtained intermediate (c) are as follows: 1H-NMR (300 MHz, d-DMSO): 7.80 (s, 1H), 7.52 (s, 2H), 5.98 (s, 1H), 4.13 (s, 4H)

The synthetic route of 1193-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; EP2228409; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, 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: 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Example 22. Preparation of Compound Nos. 142, 142a and 142b Step 3. To a solution of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine (1.5 g, 7.90 mmol) in isopropanol (15 mL) was added Nu,Nu-diisopropylethyl amine (2.18 mL, 12.64 mmol) followed by 5-(tert-butyl)-lH-pyrazol-3-amine (1.32 g, 9.48 mmol). The reaction mixture was refluxed at 100 C for 16 h. The reaction mixture was concentrated under vacuum to get oily residue which was diluted with water (50 mL) and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with water (3×60 mL) and dried over anhydrous sodium sulfate. Removal of solvent afforded solid crude was triturated with ether (20 mL) to get N-(5-(tert-butyl)-lH-pyrazol-3-yl)-2-chloro-6,7-dihydro-5H- cyclopenta[d]pyrimidin-4-amine (720 mg, 31.44%).

The synthetic route of 5466-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; RAI, Roopa; GREEN, Michael, John; ANSARI, Amantullah; AGARWAL, Anil, Kumar; (216 pag.)WO2016/3827; (2016); A2;,
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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4ClN3O

To a solution of 0.07 g (0.19 mmol, 1.0 eq.) of(S)-1-amino-N-(3-chloro-4-fluorophenyl)-7- fluoro-2,3 -dihydro- 1H-indene-4-carboxami de hydrochloride (Vild) and 30 mg (0.21 mmol, 1.10 eq.) of 2-chloropyrimidine-4-carboxamide in 2 mL of NIVIP was added 0.07 ml (0.39mmol, 2.0 eq.) of N,N-diisopropylethylamine, and the mixture was subjected to microwave irradiation maintaining a reaction temperature of 130 C for 1 h. The mixture was diluted with 50 mL of ethyl acetate and washed 2 x 20 ml of water followed by 10 mL of brine. The organic phase was dried (Na2SO4), filtered and the solvent was removed in vacuo. The residue was purified by flash chromatography (Si02, eluting with a linear gradient of 0-30%ethyl acetate/hexanes) to provide 24 mg (0.05 mmol, 29%) of(S)-2-((4-((3-chloro-4- fluorophenyl)carbamoyl)-7-fluoro-2,3 -dihydro- 1H-inden- 1 -yl)amino)pyrimidine-4- carboxamide (104). LCMS: m/z found 444. 1/446.1 [M+H]. HPLC: RT = 4.13 mm (Method A); ?H NIVIR (300 MFIz, Methanol-d4) 8.50 (d, 1H), 7.93 (dd, 1H), 7.61-7.72 (m, 1H), 7.50- 7.60 (m, 1H), 7.16-7.28 (m, 2H), 7.03 (t, 1H), 5.88-5.95 (m, 1H), 3.07-3.48 (m, 2H), 2.55-2.66(m, 1H),2.10(m, 1H).

The synthetic route of 22536-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew, G.; DORSEY, Bruce, D.; KAKARLA, Ramesh; KULTGEN, Steven; QUINTERO, Jorge; (353 pag.)WO2018/172852; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 183438-24-6, 5-Bromo-2-iodopyrimidine, 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: C4H2BrIN2, blongs to pyrimidines compound. Formula: C4H2BrIN2

Step 1: 5-Bromo-2-phenyl-pyrimidine To a degassed solution of phenylboronic acid (8.93 g, 73.22 mmol, 1.0 equiv; commercially available), 5-bromo-2-iodo-pyrimidine (20.86 g, 73.22 mmol, 1.0 equiv; commercially available) and tetrakis(triphenylphosphine) palladium(0) (0.85 g, 0.73 mmol, 0.01 equiv) in toluene (180 mL) was added Na2CO3 (15.52 g, 146.45 mmol, 2.0 equiv), dissolved in water (60 mL), and the reaction mixture heated to reflux. After 18 h, tetrakis(triphenylphosphine) palladium(0) (0.42 g, 0.37 mmol, 0.005 equiv) was added and the reaction mixture heated for an additional time period of 24 h. The solvent was removed under reduced pressure and the crude reaction product extracted from a sat. solution of NaCl (200 mL) with ethyl acetate (3*150 mL). The combined organic phases were dried over Na2SO4, concentrated by evaporation under reduced pressure and the crude material purified by silica column chromatography eluding with heptane/ethyl acetate (9:1) to provide 8.60 g (50percent) of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183438-24-6, 5-Bromo-2-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Christ, Andreas D.; Martin, Rainer E.; Mohr, Peter; US2008/64697; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14080-23-0, 2-Cyanopyrimidine, 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: 2-Cyanopyrimidine, blongs to pyrimidines compound. name: 2-Cyanopyrimidine

(i) Synthesis of pyridine-2-carboxyamidrazone A synthesis scheme of pyridine-2-carboxyamidrazone is shown in (E-1). In a 50 mL recovery flask were placed 3.2 g (3.0 mmol) of 2-cyanopyridine, 15 mL of ethanol, 5.0 mL of water, and 2.0 mL (41 mmol) of hydrazine monohydrate. This solution was stirred at room temperature for 26 hours under a nitrogen stream. After a certain time, a saturated saline was added to the solution. This solution was extracted with chloroform, and the extract was dried with magnesium sulfate. The mixture was subjected to gravity filtration, and the obtained filtrate was concentrated to give 1.7 g of a target substance, yellow oily substance in a yield of 40%.

The synthetic route of 14080-23-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2012/178933; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, 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, 49844-90-8, blongs to pyrimidines compound. Formula: C5H5ClN2S

A mixture of 4-chloro-2-(methylsulfanyl)pyrimidine (2 g, 12.45 mmol), (2,6- difluoro-4-pyridyl)boronic acid (3.95 g, 24.90 mmol) , Cs2C03 (8.11 g, 24.90 mmol) and (dppf)PdCl2-DCM (1.07 g, 1.24 mmol) in water (15 mL) and MeCN (45 mL) was degassed with N2, capped in a glass reaction tube (150 mL), heated at 95 C for 2.5 h. After cooled, it was filtered through a short pad of CELITE, diluted with water, extracted with EtOAc (2 x 80 mL), dried (Na2S04), filtered and concentrated on CELITE. The crude product was purified by Si02 chromatography (ISCO 40 g column) and eluded with an EtOAc/heptane gradient (0 to 15% EtOAc) to afford 2.66 g (89%) of 4-(2,6-difluoropyridin-4-yl)-2- (methylthio)pyrimidine as white solid. MS: m/z 239.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,49844-90-8, its application will become more common.

Reference:
Patent; GENENTECH, INC.; KOLESNIKOV, Aleksandr; DO, Steven; WO2015/85007; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1421372-94-2, 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 1421372-94-2 as follows.

To a solution of 1 (393 mg, 1 mmol) and thiomorpholine(154 mg, 1.5 mmol) in DMF (20 mL), DIPEA (194 mg, 1.5 mmol) wasadded. After stirring at 60 C for 4 h, the mixture was poured intoice water. The resulting precipitate was filtered off, washed withwater, and dried under vacuum to give the product as a yellowsolid. 66% yield. 1H NMR (400 MHz, Chloroform-d) d 9.62 (s, 1H),8.39 (t, J 5.1 Hz, 1H), 8.25 (s, 1H), 8.17 (dd, J 6.4, 2.5 Hz, 1H), 7.59(s, 1H), 7.45e7.39 (m, 1H), 7.31 (td, J 4.2, 3.6, 1.9 Hz, 1H), 7.20 (dd,J 8.2, 5.3 Hz, 1H), 6.63 (s, 1H), 4.00 (s, 3H), 3.94 (s, 3H), 3.39e3.25(m, 4H), 2.90e2.77 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1421372-94-2, its application will become more common.

Reference:
Article; An, Baijiao; Pan, Tingting; Hu, Jinhui; Pang, Yanqing; Huang, Ling; Chan, Albert S.C.; Li, Xingshu; Yan, Jun; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 160199-05-3

2000 mL round bottom flask 25.0 g intermediate A ( 98.5 mmol ) , phenyl-3 – Boro Nick ester – carbazole 40.01 g (108.35 mmol, dealer : Beijing Green Technology Guardee) , potassium carbonate 34.04 g (246.26 mmol), Pd ( PPh3) 4(Tetrakis (triphenylphosphine)? Palladium (0)) 5.7 g (4.93 mmol) and 1,4- dioxane 600 mL , placed in 300 mL waterGave was then heated to reflux for 6 hours in a nitrogen stream . Inflicting a mixture obtained therefrom in 1500 mL of methanolAfter filtration over a solid crystallized , it was dissolved in monochlorobenzene , and filtered through a silica gel / Celite , an appropriate amount of an organic solventAfter removal , by re-crystallization with methanol to give the intermediate 16 – A ( 31.85 g , yield 70% ) .

The synthetic route of 160199-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI co . Ltd; Samsung Electronics Co., Ltd.; Kim, Byeong Gu; Jong, Ho Gook; Han, Soo Jin; Kwon, Oh Hyeon; Kim, Young-Gwon; Kim, Chang Woo; Kim, Heong Son; Seo, Ju Hui; Shin, Chang Joo; Yu, Eun Son; Lee, Seung-Jae; Choe, Byeong Gi; Hwang, Gyu Young; (229 pag.)KR2015/84657; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1979-96-0, 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. 1979-96-0, name is 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Compound BTo a solution of compound A (2.46 g, 10.2 mmol) in THF (34 mL) at -20 C. was added Et3N (3.14 mL, 22.5 mmol) followed by a solution of NH3 (2.0 M in MeOH, 5.4 mL, 11 mmol). The mixture was stirred while warming to 0 C. for 1.5 h (LC/MS indicated consumption of starting materials). The reaction mixture was taken forward without work-up.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1979-96-0, 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Gilead Sciences, Inc.; US2010/143301; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia