Pyrimidines

Related Products of 54660-78-5 ,Some common heterocyclic compound, 54660-78-5, molecular formula is C4H4ClN3, 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.

General procedure: In a sealed tube and under argon atmosphere, the appropriate diazine (1.0equiv) and the corresponding boronic ester (3.0equiv) were dissolved in a mixture of dioxane/water 12:1 (7.7mL/mmol of diazine), then K3PO4 (3.0 or 5.0equiv) and palladium catalyst (Pd(PPh3)4 8molpercent or Pd(OAc)2 5molpercent+S-Phos 10molpercent) were added. The reaction mixture was refluxed overnight and then cooled to room temperature. The crude product was evaporated to dryness and purified using column chromatography or precipitated in MeOH/water (2:1) (20mL/mmol of diazine).

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. 54660-78-5, 4-Chloropyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fresneau, Nathalie; Cailly, Thomas; Fabis, Fre?de?ric; Bouillon, Jean-Philippe; Tetrahedron; vol. 69; 26; (2013); p. 5393 – 5400;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 862730-04-9, 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.862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C8H10IN5, molecular weight is 303.1, as common compound, the synthetic route is as follows.

General Suzuki coupling. Preparation of final products (see Table 1 for final product names and structures); 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (40 mg, 0.13 mmol, 1 equivalent) was dissolved in DME (12 ml). Boronic acid (1.1 equivalent) was dissolved in EtOH (3.3 ml) and added to reaction mixture. Pd(PPh3)4 (30 mg, 0.026 mmol, 0.2 equivalents) and saturated Na2CO3 (1.9 ml) were added to the reaction mixture and heated to 80 C. under argon and refluxed for 8 hours. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined and solvent was removed. Resulting solid (or oil) was dissolved in dH2O-MeCN-trifluroacetic acid, 50:50:0.1 and purified by HPLC. Purified product (varying yields) was confirmed by LCMS.; Synthesis of 4-(4-Amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-benzenesulfonamide (BA14); A solution of benzenesulfonamide-4-boronic acid pinacol ester (23 mg, 0.08 mmol) in EtOH (3.3 mL) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (20 mg, 0.07 mmol) in DME (12 mL). Pd(PPh3)4 (16 mg, 0.014 mmol) and saturated Na2CO3 (1.9 mL) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA14 (2.2 mg, 10% yield). ESI-MS (M+H)+ m/z calcd 333.1, found 333.1.

Statistics shows that 862730-04-9 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 271-70-5, Adding some certain compound to certain chemical reactions, such as: 271-70-5, name is 7H-Pyrrolo[2,3-d]pyrimidine,molecular formula is C6H5N3, 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 271-70-5.

5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (7) is prepared by dissolving 7H-pyrrolo[2,3-d]pyrimidine (6) in chloroform and slowly adding Br2 in carbon tetrachloride at 0 C. After stirring for 1-2 hours, the reaction may be quenched in aqueous hydrochloric acid. Isolation by conventional means (e.g. extraction and silica gel chromatography) provides compound 7.

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. 271-70-5, 7H-Pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ibrahim, Prabha N.; Bremer, Ryan; Zhang, Jiazhong; Nespi, Marika; Cho, Hanna; US2009/286782; (2009); 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. 23956-12-9, name is 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below., Formula: C6H8N2O3

On the basis of the modification of the 5-position of the uracil. The preparation of hydroxyethyluracil 28 is possible on a large scale according to a known method (J. D. Fissekis, A. Myles, G. B. Brown, J. Org. Chem. 1964, 29, 2670. g-Butyrolactone 25 was formylated with methyl formate, the sodium salt 26 was reacted to give the urea derivative 27 and this was cyclized to the hydroxyethyluracil 28 (Scheme 1). [C00006] [C00007] [00083] Hydroxyethyluracil 28 was methylated with methanesulphonyl chloride in pyridine to give 29 (J. D. Fissekis, F. Sweet, J. Org. Chem. 1973, 38, 264). [00084] The following stages have been newly invented: using sodium azide in DMF, 29 was reacted to give the azide 30 and this was reduced with triphenylphosphine in pyridine to give the aminoethyluracil 31. The amino function in 31 was finally protected with N-ethoxycarbonylphtalimide (Scheme 2). Nucleosidation of ribose tetrabenzoate 33 with N-phtaloylaminoethyluracil 32 produced the ribose tribenzoate 34 in good yields. The anomeric centre of the pyranose ring is in the beta configuration, as can be clearly seen from the coupling constants between H-C(1′) and H-C(2′) of J=9.5 Hz. Subsequent removal of the benzoate protective groups using NaOMe in MeOH yielded the linker triol 35. 35 was reacted with benzoyl chloride at -78 C. in pyridine/dichlormethane 1:10 in the presence of DMAP. In this process, in addition to the desired 2′-benzoate 36 (64%), 2′,4′-dibenzoylated product (22%) was also obtained, which was collected and converted into the triol 35 analogously to the methanolysis of 34 to 35. The 2′-benzoate 36 was tritylated with dimethoxytrityl chloride in the 4′-position in yields of greater than 90% in the presence of Huenig’s base in dichloromethane. The rearrangement of 4′-DMT-2′-benzoate 37 to the 4′-DMT-3′-benzoate 38 was carried out in the presence of DMAP, p-nitrophenol and Huenig’s base in n-propanol/pyridine 5:2. After chromatography, 38 is obtained. 4′-DMT-3′-benzoate 38 was finally reacted with ClP (OAll)N(iPr)2 to give the phosphoramidite 39 in the presence of Hunig’s base (Scheme 3). This can be employed for the automated oligonucleotide synthesis without alteration of the synthesis protocols.

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, 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Nanogen Recognomics GmbH; US6699978; (2004); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 23906-13-0, name is 2-Hydrazinyl-4,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 23906-13-0

EXAMPLE 6 Synthesis of 3-(3,4-dimethylphenyl)-1-(4,6-dimethyl-2-pyrimidinyl)-1,4,5,6-tetrahydropyridazine To a stirred solution of 4,6-dimethyl-2-hydrazinopyrimidine (500 mg, 3.62 mmol) in 7.2 mL of acetic acid under nitrogen is added 4-chloro-1-(3,4-dimethyl-phenyl)-1-butanone (763 mg, 3.62 mmol). The solution is stirred at 25C overnight. Acetic acid is removed. The residue is taken up in dilute sodium bicarbonate solution, extracted with dichloromethane twice, dried (MgSO4) and concentrated to give the intermediate hydrazone as a brown oily solid (1.21 g). A portion of this solid (200 mg, 0.60 mmol) is dissolved in 3 mL of anhydrous THF and stirred under nitrogen.

With the rapid development of chemical substances, we look forward to future research findings about 23906-13-0.

Reference:
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; EP515041; (1992); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3435-25-4, 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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 60% NaH in mineral oil (6 g, 150 mmol) was added to 4-hydroxy- piperidine-l-carboxylic acid tert-butyl ester (14.1 g, 70 mmol) in anhydrous THF (120 mL) at 0 C. The r.m. was stirred at 0 C for 30 min. A sol. of 4-chloro-6-methyl- pyrimidine (9 g, 70 mmol) in anhydrous THF (30 mL) was then added and the r.m. was stirred at r.t. for 24 h. Water was added and the mixture was extracted with DCM. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated. The residue was purified by flash column chromatography (eluent: petroleum ether/EtOAc from 10/1 to 1/1). The product fractions were collected and concentrated in vacuo. Yield: 13 g of intermediate 5 (63 %).

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

A combination of methanesulfonic acid-l-(3-ethyl-[l,2,4]oxadiazol-5-yl)piperidin-4- ylmethyl ester (Preparation 52, 440mg, 1.51mmol), 2-chloropyrimidin-5-ol (270mg, 1.81mmol) and potassium carbonate (417mg, 3.02mmol) in DMF (20mL) was heated to 100°C in a microwave reactor for 2 h. The reaction solvent was concentrated in vacuo and the resulting residue was dissolved in EtOAc. The solution was washed with 1M NaOH solution (x 2), brine, then dried (MgS04), before removal of the solvent in vacuo.Purification by column chromatography (DCM:MeOH, 95:5) afforded the title compound: 1H NMR deltaEta (400MHz , CDC13): 8.27 (s, 1H), 8.25 (s, 1H), 4.26 – 4.15 (m, 2H), 3.95 – 3.85 (m, 2H), 3.15 – 3.00 (m, 2H), 2.62 – 2.50 (m, 2H), 2.15 – 2.01 (m, 1H), 1.97 – 1.85 (m, 2H), 1.52 – 1.38 (m, 2H), 1.30 – 1.19 (m, 3H).

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. 4983-28-2, 2-Chloro-5-hydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; BELL, James, Charles; DUPREE, Tom, Banksia; FRY, Peter, Timothy; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; GATTRELL, William; JEEVARATNAM, Revathy, Perpetua; KEILY, John; KRULLE, Thomas, Martin; MCDONALD, Russell, Walker; MORGAN, Trevor; RASAMISON, Chrystelle, Marie; SCHOFIELD, Karen, Lesley; STEWART, Alan, John, William; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2011/147951; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, 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, Safety of 5-Bromo-2,4-dichloropyrimidine, blongs to pyrimidines compound. Safety of 5-Bromo-2,4-dichloropyrimidine

f) Production of methyl-N-(5-bromo-2-chloropyrimidin-4-yl)-D-alaninate 22.8 g (100 mmol) of 5-bromo-2,4-dichloropyrimidine and 14.0 g (100 mmol) of D-alanic acid methyl ester hydrochloride are dissolved in 300 ml of THF and 75 ml of DMF. The ice-cooled batch is mixed with 33.5 ml (240 mmol) of triethylamine and then slowly heated to room temperature. After 48 hours, the solvent is drawn off in a rotary evaporator, and the remaining residue is purified by chromatography (hexane/ethyl acetate: 4:1 – 2:1). 25.5 g (86.1 – mmol, corresponding to 86% of theory) of the product is obtained. 1H-NMR (CDCl3): 8.2 (s, 1 H), 6.1 (d, 1 H), 4.8 (m, 1 H), 3.8 (s, 3H), 1.6 (d, 3H).

The synthetic route of 36082-50-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Aktiengesellschaft; EP1705177; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, 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: 10244-24-3, blongs to pyrimidines compound. SDS of cas: 10244-24-3

A solution of 40 g of 2,4-[bis-morpholino]-6-chloropyrimidine and 34 g of piperazine in 60 g of pyridine is heated at 100 for 24 h. The mixture is partitioned between methylene chloride and aqueous potassium carbonate. The organic phase is filtered through sodium sulfate and concentrated. The residue is chromatographed (methylene chloride to 4% methanol/1% ammonium hydroxide/methylene chloride) to give the title compound, NMR (CDCl3) 2.90, 3.50, 3.75, 3.80 and 5.10 delta.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10244-24-3, 4,4′-(6-Chloropyrimidine-2,4-diyl)dimorpholine, and friends who are interested can also refer to it.

Reference:
Patent; Upjohn Company; US5099019; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 274693-26-4, 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. 274693-26-4, name is 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol. A new synthetic method of this compound is introduced below.

Under nitrogen, the reaction flask were added isopropylidene ticagrelor, N,N- diisopropylethylamine (2.30g, 17.8mmol) and tetrahydrofuran 10mL, stirring (1.00g, 1.78mmol) 5 C to clarification, cooled to -5 C ~ 0 C. 5ml of tetrahydrofuran was added dropwise to the reaction solution phosphorus oxychloride (2.72g, 17.7mmol), the reaction solution is controlled temperature 0 C~ 5 C, 10min dropwise addition, the reaction temperature 0 C ~ 5 C for 2h. Under nitrogen, the reaction solution was slowly added dropwise 20ml of methanol, 0 C ~ 5 C reaction 1h, warmed to 10 C~ 15 C reaction was continued for 1h. To the reaction was added dropwise 30ml of water, temperature 5 C ~ 15C, addition was complete, warmed to 25 C ~ 30 C reaction 1h. 60ml of ethyl acetate twice. The combined organic phase was washed with 30ml water and 30ml saturated brine the organic phase, the resulting organic phase was dried over anhydrous sodium sulfate 1g IH, suction filtered, the filtrate was distilled off under reduced pressure, to give as a white solid 1.01g, yield 90.11%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,274693-26-4, 2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Hefei Enruite Pharmaceutical Co., Ltd.; Nanjing Medical Engineering Pharmaceutical Co., Ltd.; He Guangwei; Chu Zhaoxing; He Jianxun; Xu Qinlong; Ye Wenfeng; Li Jiaming; Xu Yungen; Wei Ping; Zhu Qihua; Wang Kui; Mo Jiajia; (16 pag.)CN108623629; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia