Pyrimidines

Related Products of 54660-78-5, 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. 54660-78-5, name is 4-Chloropyrimidin-5-amine. A new synthetic method of this compound is introduced below.

A mixture of 4-chloropyrimidin-5-amine (8.0 g, 62 mmol), ethyl 2-oxopropanoate(14.4 g, 124 mmol) and p-toluenesulfonic acid monohydrate (0.90 g, 4.7 mmol) intoluene (100 mL) was stirred at reflux for 3 hours, while water was azeotropically removed with a Dean-Stark trap. The mixture was subsequently concentrated to a small volume and purified by silica gel chromatography (Gradient: 0percent to 30percent ethyl acetate in petroleum ether) to afford the product as a yellow solid. Yield: 2.1 g, 9.2 mmol, 15percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54660-78-5, its application will become more common.

Reference:
Patent; PFIZER INC.; CHAPPIE, Thomas Allen; CHANDRASEKARAN, Ramalakshmi Yegna; HELAL, Christopher John; LACHAPELLE, Erik Alphie; PATEL, Nandini Chaturbhai; SCIABOLA, Simone; VERHOEST, Patrick Robert; WAGER, Travis T.; (202 pag.)WO2016/203347; (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. 99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile

d) 2-Am ino-4-((2S,4S)-4-hydroxy-2-(4-oxo-3-phenyl-5-(trifluoromethyl)-3,4- dihydroquinazolin-2-yI)pyrrolidin-1 -yI)-6-methylpyrimidine-5-carbonitrile A solution of 2-((2S,4S)-4-hydroxypyrrolidin-2-yl)-3-phenyl-5-trifluoromethyl)qu inazolin-4(3H)-one (290 mg, 0.77 mmol) and 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile (CAS registry 99586-66-0) (130 mg, 0.77 mmol) in nBuOH (7.7 ml) was treated with DIPEA (0.540 ml, 3.09 mmol) and was stirred at 90C for 18 h in an oil bath. The reaction mixture was cooled down, and evaporated under reduced pressure. The oil was taken up in DCM and washed with water, the organic layer was dried over MgSO4 and concentrated in vacuo (500mg). The crude was purified over SFC (column NH2, 250 x 30 mm, 60A, 5pm, Princeton, flow at 100 mI/mm; gradient of MeCH in supercritical CC2, from 17% to 22% in ii mm) and triturated with pentane to afford the title compound as a beige solid (258 mg, 66% yield).HPLC RtM2=0.94 mm; ESIMS: 508 [(M+H)].1H NMR (400 MHz, DMSO-d6): O 7.98 – 7.80 (m, 4H), 7.65-7.47 (m, 4H), 7.13-6.52 (m, 2H),5.25 (brs, 1H), 4.65 (brs, 1H), 4.17 (d, 2H), 3.79-3.60 (m, 1H), 2.27 (5, 3H), 2.07-1.96 (m,1H), 1.96-1.84 (m, 1H).

The synthetic route of 99586-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; GUIBOURDENCHE, Christel; HINTERMANN, Samuel; HURTH, Konstanze; JACQUIER, Sebastien; KALIS, Christoph; MOEBITZ, Henrik; SOLDERMANN, Nicolas; WO2014/128612; (2014); A1;,
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Pyrimidine – Wikipedia

Related Products of 4765-77-9, 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. 4765-77-9, name is 6-Chloropyrimidin-4(1H)-one, molecular formula is C4H3ClN2O, 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.

A mixture of 6-chloropyrimidin-4(3H)-one (50 mg, 0.383 mmol), 4-(2- hydroxy-2-methylpropoxy)-3 -methoxyphenylboronic acid Part D of Procedure 4 ( 184 mg, 0.766 mmol), copper (II) acetate, monohydrate (84 mg, 0.421 mmol), and pyridine (1.5 mL, 19.15 mmol) in DCM (4 mL) was stirred at RT under the presence of air overnight (21 hours). Pyridine (0.5 mL) and MeOH (0.5 mL) were added and continued to stir for 2 hours. The reaction was diluted with DCM, washed with IN HCl, sat NaHCO3, dried (Na2SO4), and concentrated to afford crude product. The crude was purified using ISCO flash chromatography (silica gel/hexanes -ethyl acetate 100:0 to 0: 100 gradient) to afford the desired product 6-chloro-3-(4-(2-hydroxy-2- methylpropoxy)-3-methoxyphenyl)-pyrimidin-4(3H)-one HA (57.4 mg, 0.177 mmol, 46 % yield) as a light brown 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 4765-77-9, 6-Chloropyrimidin-4(1H)-one.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AHMAD, Saleem; WO2010/104818; (2010); A1;,
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Pyrimidine – Wikipedia

Application of 160199-05-3, 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.160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, molecular formula is C10H4Cl2N2S, molecular weight is 255.1232, as common compound, the synthetic route is as follows.

70.0 g (274.4 mmol) of Intermediate B, 33.5 g (274.4 mmol) of phenylboronic acid, 94.8 g (686.0 mmol) of potassium carbonate, and 15.9 g (13.7 mmol) of tetrakis (triphenylphosphine) palladium (0) were added to 800 mE of 1 ,4-dioxane and 400 mE of water in a 2000 mE flask, and the mixture was heated under a nitrogen flow for 24 hours at 50 C. The obtained mixture was added to 3000 mE of methanol, and a solid crystallized therein was filtered, dissolved in monochlorobenzene, filtered with silica gel/Celite, and then, recrystallized with methanol afier removing an appropriate amount of an organic solvent to obtain Intermediate 13-2-1 (59.4 g, yield of 73%). calcd. C16H9C1N2S: C, 64.75; H, 3.06; Cl, 11.95; N, 9.44; 5, 10.80; found: C, 64.70; H, 3.02; Cl, 11.93; N, 9.40; 5, 10.73.

The chemical industry reduces the impact on the environment during synthesis 160199-05-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMSUNG SDI CO., LTD.; KANG, Dong Min; KIM, Youngkwon; KIM, Changwoo; YU, Eun Sun; LEE, Byoungkwan; LEE, Hanill; JUNG, Sung-Hyun; JEONG, SooYoung; JUNG, Ho Kuk; (72 pag.)US2018/26205; (2018); 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. 1005-38-5, name is 4-Amino-6-chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Step A: Preparation of 7-chloro-5-(methylthio)imidazo[1.2-clpyrimidine hydrochloride: A solution of 6-chloro-2-(methylthio)pyrimidin-4-amine (25.17 g, 143.3 mmol) and 2-chloroacetaldehyde (27.73 mL, 215.0 mmol) (50 % aqueous) in 1 ,4-dioxane (50 mL) was heated at 95 C for 14 hours. The reaction mixture was allowed to cool to ambient temperature and then cooled in an ice bath. The reaction mixture was filtered and the solids washed with dioxane to afford 7-chloro-5-(methylthio)imidazo[l ,2-c]pyrimidine hydrochloride (24.01 g, 101.7 mmol, 70.96% yield) as a tan powder. MS (apci) m/z = 200.0 (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, 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BURGESS, Laurence, E.; GRONEBERG, Robert, D.; HARVEY, Darren, M.; HUANG, Lily; KERCHER, Timothy; KRASER, Christopher, F.; LAIRD, Ellen; TARLTON, Eugene; ZHAO, Qian; WO2011/130146; (2011); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42839-09-8, 2-Pyrimidinemethanol, 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, 42839-09-8, blongs to pyrimidines compound. Product Details of 42839-09-8

(2R*, 4S*)-4-{[3, 5-Bis (trifluoromethyl) benzyl]- (5-hydroxypyrimidin-2- yl)} amino-2-ethyl-6-methoxy-3, 4-dihydro-2H- [1, 5] naphthyridine-1- carboxylic acid ethyl ester (150 mg) is dissolved in tetrahydrofuran (1 ml), then thereto are added pyrimidin-2-ylmethanol (41 mg) and triphenylphosphine (98 mg). After adding dropwise 40 % diethyl azodicarboxylate-toluene solution (163, ut) under ice-cooling, the mixture is stirred at room temperature for 1 hour and 30 minutes. Water is added to the reaction mixture and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by column chromatography (silica gel; hexane: ethyl acetate = 2: 1) to give (2R*, 4S*)-4- { [3, 5-bis (trifluoromethyl) benzyl]- [5- (pyrimidin-2- ylmethoxy) pyrimidin-2-yl]} amino-2-ethyl-6-methoxy-3, 4-dihydro-2H- [1, 5] naphthyridine-l-carboxylic acid ethyl ester (118 mg). MS (m/z): 692 [M+H] +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42839-09-8, its application will become more common.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2005/95395; (2005); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, SDS of cas: 131860-97-4, blongs to pyrimidines compound. SDS of cas: 131860-97-4

A slurry containing methyl (¡ê)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (65.4g at 98%, 0.2mols), 2-cyanophenol (26.8g at 97.5%, 0.22mols) and 1,8- diazabicyclo[5.4.0]undec-7-ene (DBU) (36.9g at 99%, 0.24mols) in N,N- diisopropylethylamine (105mls) was heated to 50-600C. A solution of DABCO (0.224g, 0.002mols) in N,JV-diisopropylethylamine (1 OmIs) was added. The mixture was stirred at this temperature until the reaction was complete (3 hours). The solvent was removed by vacuum distillation to 9O0C. Toluene (130ml) was added to the distillation residues, maintaining the temperature between 70-800C, followed by water (21OmIs), maintaining the temperature as before. The mixture was stirred for 10 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (180.2g) contained methyl (E)-2- {2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (39.1%w/w) 87.4% of theory.

The synthetic route of 131860-97-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, 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: C16H19BrFN3O2S, blongs to pyrimidines compound. Formula: C16H19BrFN3O2S

39.68 grams of 5-methoxy-2-mercapto benzimidazole compound of formula-19b is added to aqueous sodium hydroxide solution(9.61 gm sodium hydroxide in 200 ml water) at 25 to 350C and stirred for 15 minutes, then added a solution of 400 ml of acetone and 100 grams of [4-(4-Fluoro phenyl) – 6 -isopropyl -2-(N-Methyl-N-methane Sulphonyl amino pyrimidine-5yl] methyl bromide compound of formula- 18a and stirred for 2 hours at 25 to 3O0C. Quenched the reaction mass with chilled water filtered the obtained precipitate and dried the compound at 60-650C for 3 hours to get the title compound. Yield: 110 grams. M.R: 159-163C.

The synthetic route of 799842-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; SAHADEVA REDDY, Maramreddy; WO2007/125547; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62802-42-0, 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 62802-42-0 as follows.

2-Chloro-5-fluoropyrimidine (30g, 227mmol, 1 equiv), Zn(CN)2 (53g, 454mmol, 2 equiv), Pd(PPh3)4 (13. lg, l l .35mmol, 0.05 equiv) and DMF were charged into round bottom flask The mixture was degassed and refilled with N2 three times. Then the mixture was stirred at l30C overnight. The suspension was filtered. The filtrate was diluted with water and extracted with EtOAc three times. The organic layers were washed with brine, dried over anhydrous Na2S04, and filtered. The filtrate was adjusted to PH = 4 with 4 mol/L HCl/MeOH solution. Then the solution was concentrated to give crude 5- fluoropyrimidine-2-carbonitrile as brown oil which was used in next step without further purification. LC-MS: m/z 124.0 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 108-79-2, 4,6-Dimethylpyrimidin-2(1H)-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, 108-79-2, blongs to pyrimidines compound. category: pyrimidines

Phosphoric trichloride was added to 4,6-dimethylpyrimidin-2-ol at 0 C. and was heated at 110 C. for 16 h. The solvent was evaporated from the reaction mixture. The reaction was quenched with ice cold water and extracted with ethyl acetate. The combined organic layer was dried with sodium sulphate and evaporated under reduced pressure to obtain 2-chloro-4,6-dimethylpyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-79-2, its application will become more common.

Reference:
Patent; LANDOS BIOPHARMA, INC.; Bassaganya-Riera, Josep; Leber, Andrew; Hontecillas, Raquel; (43 pag.)US10487057; (2019); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia