Tag: M.W:200-300

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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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. category: pyrimidines

General procedure: To a solution of nitrogen-containing nucleophile (1 eq.) and cesium carbonate (3.0 eq.) in N,N-dimethylformamide (2 mL/mmol) was added 2-haloheterocycle (1.1 eq.). Thereaction was heated to 100 C. and stirred at this temperature for 2 hours. Thereaction was then cooled to room temperature and acidified to pH=1 with 10%aqueous HCl solution if product contains a carboxylic acid, or diluted withwater if neutral. The solution was extracted with twice with dichloromethane.The organic layers were combined, dried with sodium sulfate and concentratedunder vacuum. The crude material was either used directly in subsequentreactions or purified by flash chromatography.

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-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, Product Details of 22276-95-5, blongs to pyrimidines compound. Product Details of 22276-95-5

General procedure: N,O-Bis(trimethylsilyl)acetamide (488.2 mg, 586.8 muL, 2.40 mmol) was added to a suspension of 7-bromo-6-chloro-7-deazapurine (464.9 mg, 2.00 mmol) in 20 mL dry acetonitrile. Afterwards, the solution was stirred for 15 min at room temperature in an argon atmosphere,followed by the addition of 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-Dribofuranose(1.21 g, 2.40 mmol) and trimethylsilyl trifluoromethanesulfonate(533.4 mg, 434.4 muL, 2.40 mmol). The reaction mixture was heated for 2 h at 80 C under argon with vigorous stirring. After glycosylation, the solution was left to cool down and diluted with 400 mL ethyl acetate. The organic phase was sequentially washed twice with a saturated sodium hydrogen carbonate solution and brine. Subsequently, the organic layer was dried with magnesium sulfate and the solvent was removed under vacuum, to afford the crude nucleoside. Purification by column chromatography on silica gel with hexane/ethylacetate (2:1) as eluent yielded the product as colorless solid (864.0 mg,1.28 mmol, 64%). 1H NMR (300 MHz, DMSO-d6) delta 8.62 (1H, s), 8.32(1H, s), 8.00-7.84 (6H, m), 7.69-7.61 (3H, m), 7.54-7.40 (6H, m), 6.73(1H, d, J=5.0 Hz), 6.32-6.28 (1H, m), 6.16-6.11 (1H, m), 4.90-4.85(1H, m), 4.84-4.65 (2H, m); 13C NMR (75 MHz, DMSO-d6) delta 165.4,164.7, 164.5, 151.4, 151.0, 150.3, 134.0, 133.9, 133.6, 129.4, 129.4,129.3, 129.2, 129.2, 128.8, 128.6, 128.2, 114.9, 88.1, 86.6, 79.3, 73.5,70.6, 63.4; HRMS (ESI): m/z calcd for C32H24BrClN3O7 [M+H]+676.0481, found 676.0489.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22276-95-5, 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Lelle, Marco; Otte, Maik; Thon, Susanne; Bertinetti, Daniela; Herberg, Friedrich W.; Benndorf, Klaus; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1704 – 1713;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 696-07-1, 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 696-07-1 as follows.

5-Iodouracil (0.10 g, 0.42 mmol) was suspended in dry MeCN (2.1 mL) and N,O-bis(trimethylsilyl)acetamide (0.25 mL, 1.05 mmol) was added under nitrogen atmosphere. When the reaction mixture turned clear, bromodiphenyl methane (0.15 g, 0.63 mmol) and a catalytic amount of I2 were added and the reaction mixture was heated at 84 C. for 4 hrs. After cooling to room temperature, the mixture was concentrated under reduced pressure, diluted with EtOAc and washed with water. The aqueous phase was extracted with EtOAc (3*15 mL), the combined organic layers were washed with brine, dried over Na2SO4 and the solvent was removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 60:40) to afford the title compound (0.15 g, 87%) as white solid. 1H NMR (400 MHz, CDCl3): delta 7.02 (s, 1H), 7.14-7.18 (m, 4H), 7.38-7.45 (m, 6H), 7.46 (s, 1H), 8.58 (s, 1H). MS (ESI) in/Z: 405 [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,696-07-1, its application will become more common.

Reference:
Patent; Piomelli, Daniele; Realini, Natalia; Mor, Marco; Pagliuca, Chiara; Pizzirani, Daniela; Scarpelli, Rita; Bandiera, Tiziano; US2015/111892; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 444731-75-3, Adding some certain compound to certain chemical reactions, such as: 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine,molecular formula is C14H14ClN5, 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 444731-75-3.

In the reaction flask, N-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine29 g and 27 g of potassium carbonate and 19 g of 3-sulfonate amine 4-methyl-aniline were added to 300 mL of ethanol.The reaction was stirred at room temperature for 1.5 h under nitrogen.Then slowly add concentrated hydrochloric acid solution (100mL), after the addition is completed, slowly stir to warm up to reflux state, HPLC monitoringThe residual amount of N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-carbazole-6-amine in the reaction system is less than 1%, and is cooled to about 0 C, and the temperature is kept stirring. 30min,A large amount of solid precipitated under stirring, and the reaction solution was quickly filtered.The filter cake was washed several times with cold ethanol 10 mL.The filter cake was dried to give 36.7 g of pazopanic hydrochloride.

According to the analysis of related databases, 444731-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jinan Ai Si Pharmaceutical Technology Co., Ltd.; Peng Lizeng; Mao Longfei; Liu Xiaofei; Yao Xiaojun; Liu Huanxiang; Bai Qifeng; Liang Lixian; (17 pag.)CN110028495; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1260088-72-9, 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.1260088-72-9, name is 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, molecular formula is C8H8Cl2N2O, molecular weight is 219.0679, as common compound, the synthetic route is as follows.

General procedure: A mixture of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine7 (257mg, 1.173 mmol), 1H-pyrazolo[4,3-c]pyridin-3-amine (291 mg, 1.735 mmol), N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) and N,N-dimethylformamide (4.0 mL) was heated at 70 C for 2 hours. The reaction mixture was diluted with ethyl acetate, washed with water (2x) and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (24 silica, solvent gradient: 0-100% ethyl acetate in dichloromethane followed by 10% methanol indichloromethane) to yield 176.7 mg of the title compound.

Statistics shows that 1260088-72-9 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine.

Reference:
Article; Hanan, Emily J.; Baumgardner, Matt; Bryan, Marian C.; Chen, Yuan; Eigenbrot, Charles; Fan, Peter; Gu, Xiao-Hui; La, Hank; Malek, Shiva; Purkey, Hans E.; Schaefer, Gabriele; Schmidt, Stephen; Sideris, Steve; Yen, Ivana; Yu, Christine; Heffron, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 534 – 539;,
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. 83410-18-8, name is 5-Iodo-6-methylpyrimidin-4-amine, molecular formula is C5H6IN3, 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. Recommanded Product: 5-Iodo-6-methylpyrimidin-4-amine

Reference Example 14-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Amino-5-iodo-6-methylpyrimidine and cuprous 4-(trifluoromethyl)phenylacetylide were reacted in pyridine while stirring under heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 278.

With the rapid development of chemical substances, we look forward to future research findings about 83410-18-8.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3177-20-6, 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.3177-20-6, name is Methyl 2,4-dichloropyrimidine-5-carboxylate, molecular formula is C6H4Cl2N2O2, molecular weight is 207.0142, as common compound, the synthetic route is as follows.

A solution of methyl 2,4-dichloropyrimidine-5-carboxylate (27 mg, 0.13 mmol) in dichloroethane / i-butanol (1: 1, 2mL) was cooled to 0°C. ZnCl2 solution (1.0 M in ether, 0.29 mL, 0.29 mmol, 2.2 eq.) was added. After stirring for lh, a solution of (R)-methyl 1- isopropyl-7-(methylsulfonyl)-l,2,3,4-tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8- carboxylate (30 mg, 0.09 mmol) in dichloroethane / i-butanol (1: 1, 2 mL) was added slowly at 0°C. The mixture was stirred at rt overnight. Water (10 mL) was added and the mixture was extracted with EtOAc (10 mL X 3). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford (R)-methyl 2-(4-chloro-5-(methoxycarbonyl)pyrimidin-2-yl)-l- isopropyl-7-(methylsulfonyl)-l,2,3,4-tetrahydrobenzo[4,5]irnidazo[l,2-a]pyrazine-8- carboxylate (34 mg, 77.3percent yield) as a solid.

Statistics shows that 3177-20-6 is playing an increasingly important role. we look forward to future research findings about Methyl 2,4-dichloropyrimidine-5-carboxylate.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); 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. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, the common compound, a new synthetic route is introduced below. Formula: C15H14N4O3

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

The synthetic route of 137281-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90914-41-3, 3-Bromo-4-chloro-1H-pyrazolo[3,4-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, 90914-41-3, blongs to pyrimidines compound. Computed Properties of C5H2BrClN4

The resulting de- boc’ed residue was dissolved in TEtaF (5mL), and Et3N (0.1 mL) before adding 3-Bromo-4- Chloro-lH-pyrazolo[3,4-Patent; EXELIXIS, INC.; WO2006/71819; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1208901-69-2, Adding some certain compound to certain chemical reactions, such as: 1208901-69-2, name is 2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride,molecular formula is C7H8Cl3N3, 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 1208901-69-2.

Compound (D) (11.8 g, 49.1 mmol) prepared in Step 3 was dissolved in dichloromethane (300 mL), then cyclopropanecarbonyl chloride (5.4 mL, 1.2 equivalents) and triethylamine (20.4 mL, 3.0 equivalents) were added thereto and the mixture was stirred at room temperature for 1 hour. The resulting reaction solution was washed with water and a saturated sodium bicarbonate solution and dried over magnesium sulfate. After evaporating the solvent, diisopropyl ether was added to the residue and the suspension was stirred for not shorter than 1 hour. After that, the crystals separated out therefrom were filtered and dried in vacuo to prepare compound (E) (12.5 g, yield: 94%).

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. 1208901-69-2, 2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1537879; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia