Pyrimidines

Reference of 26305-13-5, 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. 26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

A mixture of RJ1-006 (4.00 g, 28.5 mmol), phosphorus(V) oxychloride (60 mL, 0.642 mol), and dimethylformamide (0.08 mL, 1.03 mmol) was heated to reflux at 110 C for 23 hours. The reaction mixture was then cooled to ambient temperature and evaporated. Toluene (80 mL) was added to the residue and the resulting mixture was concentrated. Cold water with ice (160 mL) was added to the residue, and the mixture was extracted with chloroform (3 x 60 mL). The combined organic layers were washed with brine (2 x 150 mL), dried over sodium sulfate, filtered, and concentrated to provide RJ1- 008 as a pale yellow solid (4.37 g, 87%). m.p. = 68-70 C. NMR (400 MHz, CDCb) delta 2.55 (s, 3H), 2.34 (s, 3H). LRMS (ESI+) m/z 177.1 (MC135C135+H)+, 179.0 (MC135C137+H)+, 181.0 (MC137C137+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26305-13-5, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); A1;,
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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. 355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C26H36FN3O6S

Example 1; Hydrolysis of terf-butyl ester of rosuvastatin in aqueous solution of amines; 7.5 g of terf-butyl ester of rosuvastatin 38 ml of demineralized water 2 to 5 equivalents of amineThe reactants and water as the solvent are stirred in the autoclave from 98 to 1000C for 1 to 4 hours. The reaction mixture is sampled and analyzed by HPLC (“High Pressure Liquid Chromatography”) to find out the completion of reaction. Results are shown in Table 1. EPO

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, 355806-00-7, (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2006/136407; (2006); A1;,
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Pyrimidine – Wikipedia

Related Products of 59989-18-3 ,Some common heterocyclic compound, 59989-18-3, molecular formula is C6H4N2O2, 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 8 2′-Deoxy-5-ethynyl-4′-thiouridine Starting with 5-ethynyluracil, this compound was prepared in a similar manner to that described in Example 5. 5ethynyluracil may be prepared from 5-ioduracil using the methodology analogous to that described by M. J. Robins et al (ibid). A sample of the pure beta-anomer of this compound was obtained by boiling the crude anomer mixture with MeOH and filtering off the product. 1 H-200 MHz NMR DMSO-d6 delta:11.6 (br s, 1H, NH); 8.42 (s, 1H, beta-6-H); 6.23(t, 1H, beta-1′-H); 5.1-5.35 (m, 2H, beta-3’+5′-OH); 4.25-4.45 (m, 1H, beta-3′-H); 4.15 (s, 1H CH); 3.55-3.75 (m,2H, beta-5′-H); 3.1-3.5 (beta-4’H, obscured by DOH); 2.1-2.4 (m,2H, beta-5′-H2). Mass spectrum: observed m/z 268 for C11 H11 N2 O4 S.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59989-18-3, its application will become more common.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 36082-50-5 ,Some common heterocyclic compound, 36082-50-5, molecular formula is C4HBrCl2N2, 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 stirred solution of 5-bromo-2,4-dichloropyrimidine (A, 5 g, 22.2 mmol) in MeOH (100 mL) was added NaOMe (1.6 g, 28.88 mmol) at 0 C and the reaction was stirred at r.t for 6 h. The reaction mixture was evaporated; the crude was taken in water and extracted with ethyl acetate (2 x 150 mL). The combined organic layer was washed with brine solution, dried over sodium sulfate and evaporated. The crude was purified on combiflash MPLC using 2% ethyl acetate in hexanes as eluent to afford 5-bromo-2-chloro-4-methoxypyrimidine as white crystalline solid (Al, yield: 4 g, 82%). LCMS (ES) m/z = 222.9, 224.9 [M] +, [M+2H]+; lH NMR (400 MHz, DMSO- d6) delta ppm: 4.01 (s, 3 H), 8.69 (s, 1H).

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. 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5399-92-8, 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, Computed Properties of C5H3ClN4, blongs to pyrimidines compound. Computed Properties of C5H3ClN4

In a 100 mL three-necked flask, 1.88 g of 4-chloro-1H-pyrazolo [3,4-d] pyrimidine and 50 mL of ethyl acetate were added and the temperature was raised to 50 C. 50 mg of PPTs (pyridinium p-toluenesulfonate, catalyst amount) and 1.37 mL of 3,4-dihydro-2H-pyran (1.2 eq) were sequentially charged. 50 C incubation reaction 20-22h, TLC monitoring. The reaction was completed and the temperature was lowered to room temperature. The mixture was washed with water (60 mL ¡Á 1) and saturated NaCl solution (50 mL ¡Á 2), respectively. Dried over anhydrous MgSO4, the solvent was removed by rotary evaporation and dried. The resulting solid was extracted with petroleum ether (60 mL x 2). The solvent was evaporated to dryness and dried to give a pale yellow oily solid in 76.5% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Southern Medical University; Wu Xiaoyun; Fu Yu; Wang Yuanyuan; Wan Shanhe; Li Zhonghuang; Wang Guangfa; Tian Yuanxin; Zhang Tingting; Zhang Jiajie; (24 pag.)CN106496232; (2017); A;,
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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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Quality Control of 4,6-Dichloro-5-methylpyrimidine

A mixture of 4,6-dichloro-5-methylpyrimidine (available from Sigma-Aldrich No.595446) (5 g, 30.70 mmol) in ammonia (7 M solution in MeOH, 15 ml, 105 mmol) was left under stirring for 40 min in a sealed vial at 140 0C. Water (300 ml) and EtOAc (600 ml) were added to the resulting white suspension and the two layers were separated. The aqueous phase was extracted with EtOAc (3 x 600 ml). The collected organic phases were dried (Na2SO4), filtered and concentrated under reduced pressure to give the title compound D3 (3.10 g, 20.73 mmol, 68% yield) as a white solid. UPLC: rt = 0.41 min, peaks observed: 144 (M+l, 100%) and 146 (M+ 1, 33%). C5H6ClN3 requires 143. 1H NMR (400 MHz, DMSO- d6) delta(ppm): 8.06 (s, 1 H), 7.09 (bs, 2 H), 2.07 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
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Pyrimidine – Wikipedia

Related Products of 71406-78-5, 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. 71406-78-5, name is Ethyl 4-amino-2-chloropyrimidine-5-carboxylate, molecular formula is C7H8ClN3O2, 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.

To a stirred solution of (R)-tert-butyl 2-(3-(tert-butoxycarbonyl)piperazin-1-yl)- 7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (12 g, 28.60 mmol, 1.0 equiv) in MeCN (150 mL) was added K2CO3 (7.91 g, 57.20 mmol, 2.0 equiv) and ethyl 4-amino-2- chloropyrimidine-5-carboxylate (6.92 g, 34.32 mmol, 1.2 equiv). The reaction mixture was stirred at 80 C for 12 h, at which point the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by silica gel chromatography (0%17% EtOAc/petroleum ether) afforded the desired product (16 g, 91.6% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C28H40N8O6: 585.32; found 585.1.

According to the analysis of related databases, 71406-78-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher Michael; WANG, Gang; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; GLIEDT, Micah James Evans; PITZEN, Jennifer; LEE, Julie Chu-Li; WON, Walter; THOTTUMKARA, Arun P.; GILL, Adrian Liam; (356 pag.)WO2019/212991; (2019); A1;,
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Pyrimidine – Wikipedia

Application of 106157-82-8, Adding some certain compound to certain chemical reactions, such as: 106157-82-8, name is 1-(2-Aminopyrimidin-4-yl)ethanone,molecular formula is C6H7N3O, 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 106157-82-8.

Example 2 1- (2-AMINOPYRIMIDIN-4-YL)-2-BROMOETHANONE hydrobromide The title compound (a) was prepared by working as described in J. Het. Chem. 1985,22, 1723. A mixture of 3,3-dimethoxy-2-butanone (25 9, 189.16 MMOL) and N, N-DIMETHYLFORMAMIDE DIMETHYLACETAL (22.5 g, 189.16 MMOL) were stirred at 110C for 30 hours and then distilled (115C, 1 mmHg) thus obtaining 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE, as a yellow solid (27.3 G, 146 mmol, 77%). Onto a solution of sodium (3.48 g, 151.67 MMOL) in anhydrous ethanol (400 mL), solid guanidine hydrochloride (14.5 G, 151.67 MMOL) was added at r. t. , to give a white suspension into which a solution of 1-(DIMETHYLAMINO)-4, 4-DIMETHOXYPENT-1-EN-3-ONE (28.4 g, 151.67 MMOL) in anhydrous ethanol (50 mL) was added. The mixture was refluxed for 19 hours. After cooling, the precipitate was filtered and washed with ethanol and with plenty of water, thus obtaining a white solid (8.56 G). The ethanolic solutions were concentrated to dryness, taken up with boiling ethyl acetate (1000 mL), filtered while hot and then cooled to yield a second crop. Total amount of 4- (1, 1-DIMETHOXYETHYL) PYRIMIDIN-2-AMINE : 17.66 G, 63. 5%. A solution of the said amine (17. 5 G, 95.5 MMOL) in formic acid was stirred at r. t. for 6 hours and concentrated to dryness and the residue was stirred in ethanol (50 mL) and then filtered thus obtaining 1- (2-aminopyrimidin-4-yl) ethanone (9.2 g, 70%). To a solution of 1- (2- aminopyrimidin-4-yl) ethanone (412 mg, 3 MMOL) in glacial acetic acid (1 mL) and 48% aq. HBr (0.3 mL), bromine (0.153 mL) in acetic acid (0.4 mL) was added and the resulting orange solution was stirred at r. t. for 15 hours. After diluting with ethyl acetate (15 mL) the precipitate was filtered and washed with ethyl acetate thus affording the title compound as a whitish solid (580 mg, 65%).

According to the analysis of related databases, 106157-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & ITALIA S.p.A.; WO2005/14572; (2005); A1;,
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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. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 3680-69-1

PREPARATION 155-bromo-4-chloro-1 /-/-pyrrolo[2,3-c/]pyriA mixture of 4-chloro-1 H-pyrrolo[2,3-c ]pyrimidine (10 g, 65.1 mmol) in CH2CI2 (400 mL) at 25 C was treated with NBS (13.91 g, 78 mmol) and stirred for 30 min before being concentrated. The resulting brown solid was triturated with water (-500 mL) and after drying, was triturated with EtOAc to afford the title compound (12.4 g, 73.7%) as a tan solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 12.99 (br. s, 1 H), 8.64 (s, 1 H), 7.97 (d, J = 2.76 Hz, 1 H); MS (m/z) 232.9 (M+H+).

The synthetic route of 3680-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILP, Joanne; SARPONG, Martha, A.; SEEFELD, Mark, Andrew; WO2011/149827; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 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, 3934-20-1, blongs to pyrimidines compound. COA of Formula: C4H2Cl2N2

A solution of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) and morpholine (0.59 mL, 6.81 mmol) in THF (25 mL) was charged with triethylamine (1 ,4 mL, 10.0 mmol) at 0 C. The reaction mixture was stirred at ambient temperature for 3 h. The reaction mixture was evaporated to dryness, the residue was taken up in CH2Cl2, and the organic layer was washed with water followed by brine; dried over sodium sulphate, filtered and concentrated. The residue was purified by combi-flash companion (silica gel, CH3OH/CH2CI2) to provide 4-(2-chloropyrimidm-4-yl)morpholine 417c (1.0 g, 70%) as a white solid. 1H NMR (300 MHz, CDCI3): delta 8.17 (d, J = 5 , 1 Hz, 1H), 6,53 (d, J = 5.1 Hz, I I I). 3.81 (t, ./ 4.5 Hz, 41 1 ). 3.75 (t, J =4.5 Hz, 4H); ESI+APCI MS m/z 200 [M + i | . A solution of 2-(5 -chloro-2,4-dimethoxyphenyl)-7-(piperazin-1-yl)imidazo[1 ,2-a]pyridine 301 (250 mg, 0.67 mmol) and NN-diisopropylethylamine (0.5 mL, 2.87 mmol) in DMF (7.5 mL) was charged with 4-(2-chloropyrimidin-4-yl)morpholine 417c (238 mg, 1.34 mmol). The reaction mixture was stirred at 100 C for 16 h. The reaction mixture was cooled to room temperature, suspended in water and stirred for 1 h. The precipitate was collected by filtration; the solid obtained was washed with water, dried under reduced pressure and purified by combi-flash companion (silica gel, CH3OH/CH2CI2). The product obtained was further triturated with methanol and filtered. The solids were washed with hexanes and dried to provide 4-(2-(4-(2-(5-chloro-2,4-dimethoxyphenyl)imidazo[1,2-a]pyridin-7-yl)piperazin-1-yl)pyrimidin-4-yl)morpholine 418c (20 mg, 5%) as an off-white solid. I NMR (300 MHz, DMSO- 6): 0 8.34 (d, ./ 10.0 Hz, i l l). 8.16 (s, I I I). 8.03 (s, ), 7.94 (d, J = 8.0 Hz, 1H), 6.87 (s, 1 H), 6.85 (s, 1 H), 6.71 (s, 1 H), 6.12 (d, J = 7,6 Hz, 4.01 (s, 3H), 3.93 (s, 3H), 3 ,82 (br s, 4H), 3.65 (br s, 4H), 3.53 (br s, All), 3,28 (br s, 4H); HPLC (Method 6) 97.4% (AUC), R = 1 1 .89 mm.; ESI+APCI MS m/z 536 [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,3934-20-1, its application will become more common.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
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