Pyrimidines

Electric Literature of 355806-00-7, 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. 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, molecular formula is C26H36FN3O6S, 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.

B . 7- [4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl-methyl- amino)-pyrimidin-5-yl]- (3i?,5S)-dihydroxy-hept-6-enoic acid zinc salt (2:1)7.81 g (14.5 mmol) of 7-[4-(4-fluorophenyl)-6-isopropyl-2- (methanesulfonyl-methyl-amino)-pyrimidin-5-yl]-(3i?,5S)-dihydroxy- hept-6-enoic acid fert-butylester are dissolved in 200 ml of ethanol at room temperature and 58 ml of 0.25 M sodium hydroxide solution (14.5 mmol) are added dropwise in 30 minutes. The reaction mixture is kept at the temperature of 60 C for 4 hours. Subsequently the solution is filtered on a G4 sintered glass filter and the ethanol is evaporated at 20 Hgmm pressure. The residue is mixed with 40 ml of water and extracted three times with 15 ml of ethylacetate each and the aqueous layer is evaporated. From the residue, 10 ml of ethanol is evaporated twice and the remaining solids are stirred in 40 ml of diisopropylether and filtered. Yield, 6.65 g (91 %)The quality of the product is identical in all respects with those of the product obtained in Example 5.

According to the analysis of related databases, 355806-00-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EGIS GYOGYSZERGYAR NYILVANOSAN MUeKOeDOe RESZVENYTARSASAG; WO2009/47577; (2009); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 14080-59-2, 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. 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine, molecular formula is C6H3ClN2S, 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.

Examples 308 and 309 Synthesis of 6-bromo-4-chlorothieno[2,3-d]pyrimidine and 6-bromo-2-butyl-4-chlorothieno[2,3-d]pyrimidine n-BuLi (1.6 M in hexane, 1.9 ml, 2.5 mmol) in THF (8 ml) was cooled to -78 C. 4-Chlorothieno[2,3-d]pyrimidine (0.34 g, 2.0 mmol) was dissolved in THF (2 ml) and slowly added to the reaction mixture over 5 minutes. After 20 min, CBr4 (0.73 g, 2.2 mmol) in THF (3 ml) was slowly added to the reaction mixture. The temperature was maintained at -78 C. for 20 minutes and then warmed to room temperature for 2 hours. The mixture was poured into water and extracted with chloroform, dried over sodium sulfate, and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 40:1) to yield two pure compounds a white solid (example 203: 0.13 g, 25% and example 204: 0.16 g, 26%).

According to the analysis of related databases, 14080-59-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Katholieke Universiteit Leuven, K.U. Leuven R&D; Herman, Jean; Louat, Thierry; US2014/88088; (2014); A1;,
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Pyrimidine – Wikipedia

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.20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, molecular formula is C5H6N4O, molecular weight is 138.1273, as common compound, the synthetic route is as follows.Safety of 2,4-Diaminopyrimidine-5-carboxaldehyde

EXAMPLE 111 6-Pyridin-2-yl-pyrido[2,3-d]pyrimidine-2,7-diamine The procedure of Example 1 was followed to react 0.84 mL of 2-pyridylacetonitrile and 1.0 g of 2,4-diamino-5-pyrimidinecarboxaldehyde to afford the title compound, mp 312-321 C. Analysis calculated for C12 H10 N6.0.07 H2 O: C, 60.18; H, 4.27; N, 35.09. Found: C, 60.46; H, 4.34; N, 34.70.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Blankley; Clifton John; Doherty; Annette Marian; Hamby; James Marino; Panek; Robert Lee; Schroeder; Mel Conrad; Showalter; Howard Daniel Hollis; Connolly; Cleo; US5733913; (1998); A;,
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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. 147118-40-9, name is Rosuvastatin methyl ester, molecular formula is C23H30FN3O6S, 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. Application In Synthesis of Rosuvastatin methyl ester

In a round bottom flask 2000 ml Tetrahydrofuran (THF) was added under the nitrogen atmosphere and cooled to -90¡ãC then 1Og sodium borohydride was added followed by 230ml diethylmethoxyborane (1 M solution in THF) in 90-120mins. In this reaction mass, mixture of lOOg of Methyl -7-[4-(4-fiourophenyl)-6-isopropyl-2-(N-methyl-N- methylsulfonylaniino)-pyrimidin-5-yl]-(3R)-3-hydroxy-5-oxo-(E)-6-heptenate5 700 ml THF and 700 ml methanol was added for a duration of 90-120min then stirred for 2 hrs at -90 to -80¡ãC. After the completion of reaction, 124 ml acetic acid was added and stirred for 30-60 min at same temperature. Above reaction mass was diluted with 1500ml ethyl acetate and washed with brine solution. To the organic layer, 500 ml DM water was added and pH was adjusted to neutral by ~ 500 ml 6 percent sodium bicarbonate solution. Both the layers were separated Sc the organic layer was dried over sodium sulphate. The organic layer was concentrated at 40-450C. Above concentrated mass was diluted with 900ml ethyl alcohol and then cooled to 0¡ãC. Sodium hydroxide solution was added in 60- 90 min. The reaction mass was stirred for 30 min at room temperature and the pH was adjusted to 11.5-12.0 by using ~ 4 percent sodium hydroxide solution. In this reaction mass, 1Og activated carbon was added and stirred for 20 min. The reaction mass was filtered and washed with ethanol/DM water mixture. The reaction mass was concentrated up to thick residue at 40-45¡ãC. To this concentrated mass, 500 ml DM water was added followed by 1000ml ethyl acetate and the pH was adjusted to 3.5- 4.0 with 1:4 aqueous hydrochloric acid. Both the layers were separated and the organic layer was washed with brine solution.The organic layer was dried over sodium sulphate and concentrated till dryness at 40-45¡ãC. To the above concentrated mass, 1000 ml acetonitrile was added stirred at room temperature for half an hour. Slowly 20.5 g (S)-2-amino-3, 3 -dimethyl butane was added and stirred for almost 2 hrs. The solid was filtered and washed with acetonitrile and diisopropyl ether. Finally the solid was dried for 6-9 hrs at 40-45¡ãC.Above obtained (S)-2-amino-3, 3 -dimethyl butane salt of rosuvastatin was suspended in 1000 ml isopropanol followed by 100 ml methanol. This reaction mass was heated for half an hour at 60-80¡ãC then stirred for 3-4 hrs at 5-1O0C. The solid was filtered washed with isopropanol and diisopropyl ether. 95 gms of (S)-2-amino-3, 3 -dimethyl butane salt of rosuvastatin was obtained.

With the rapid development of chemical substances, we look forward to future research findings about 147118-40-9.

Reference:
Patent; MATRIX LABORATORIES LTD; SETHI, Madhuresh, Kumar; MAHAJAN, Sanjay; MARA, Bhairaiah; AYYARAN, Laxmi, Karthikeyan; DATTA, Debashish; WO2010/35284; (2010); A2;,
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Pyrimidine – Wikipedia

Synthetic Route of 63155-43-1, Adding some certain compound to certain chemical reactions, such as: 63155-43-1, name is 2-(4,6-Dichloropyrimidin-2-yl)acetonitrile,molecular formula is C6H3Cl2N3, 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 63155-43-1.

To a solution of 2-(4,6-dichloropyrimidin-2-yl)acetonitrile (2.2 g, 11.7 mmol) and triethylamine (3.0 mL, 20.8 mmol) in ethyl acetate / MeOH (1/1, 40 mL) was added 10% Pd/C (400 mg) and the solution was vigorously stirred for 2.5 hours under H2 atmosphere (1 atm). The reaction was filtered through celite and washed the celite with MeOH. The combined filtrates were concentrated under reduced pressure and purified by flash chromatography (5i02, PE / EA = 1/1) to give the 2-(pyrimidin-2-yl)acetonitrile as a pale red liquid (618 mg, 54%). MS [MH] calcd for C6H5N3 120.1, found 120.1.

According to the analysis of related databases, 63155-43-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; HUANG, Niu; PENG, Shiming; (87 pag.)WO2016/206573; (2016); A1;,
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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. 56844-40-7, name is 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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. HPLC of Formula: C6H3BrN2OS

General procedure: To a stirred solution of intermediate 6 (100 mg, 0.433 mmol) in DMF was added K2CO3 (179 mg, 1.299 mmol) and 3-fluorobenzyl bromide (54 muL, 0.433 mmol) at RT. After stirring for 12 h, the reaction mixture was concentrated to dryness under vacuum and the residue was extracted with CH2Cl2 and water. The organic layer was washed with brine and dried over MgSO4. Then the solution was concentrated to dryness under vacuum and puried via a ash chromatography silica gel plate (petroleum ether/ethyl acetate, 3/1) to afford title compound as a pale yellow solid in 43% yield.

With the rapid development of chemical substances, we look forward to future research findings about 56844-40-7.

Reference:
Article; Miao, Zhuang; Sun, Yu-meng; Zhao, Lan-ying; Li, Yue-shan; Wang, Yi-fei; Nan, Jin-shan; Qiao, Ze-en; Li, Lin-li; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 30; 6; (2020);,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]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 C6H3Cl2N3, blongs to pyrimidines compound. Computed Properties of C6H3Cl2N3

General procedure: To a well stirred 8-aminoquinoline (1 mmol) indry DMF (5 mL), sodium hydride (1.2 mmol, 60% in mineral oil) was added at 0 C.After 10 min stirring, the corresponding heterocyclic chloro compound (1.2mmol) was added and stirred for 10 min at rt then heated at 60 C for 5-12 h.Upon completion, the reaction mixture was poured into crushed ice and theresulting solid was filtered, washed with water and dried under vacuum. Thesolid was triturated with methanol and dried under vacuum to afford targetcompound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kannan, Murugan; Raichurkar, Anandkumar V.; Khan, Fazlur Rahman Nawaz; Iyer, Pravin S.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1100 – 1103;,
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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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H5N5

Step 1. To a solution of 1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (3.0 g, 22.20 mmol, 1.0 eq) in DMF (30 mL), NIS (6.7g, 24.42 mmol, 1.1 eq) was added at room temperature. The reaction mixture was stirred overnight at 60 C. The reaction mixture was cooled to roomtemperature and 10 % aq. NaHCO3 (150 mL) was added to the reaction mixture. The solid was filtered and re-crystallization from DMF solvent to give 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ammne (4.0 g, 69 % in yield).

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, 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BABLER, Martin; GERRITSEN, Mary E.; WO2014/22569; (2014); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1005-39-6, 2-(Methylthio)pyrimidine-4,6-diamine, 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 1005-39-6, blongs to pyrimidines compound. Product Details of 1005-39-6

740 mg (2.70 mmol) of ethyl 2-(4-cyano-2-methoxybenzylidene)-3-oxobutanoate and 422 mg (2.70 mmol) of 2-(methylthio)pyrimidine-4,6-diamine are dissolved in 5 ml of isopropanol and heated under reflux under argon for 12 h. The mixture is filtered and the remaining solid is washed with isopropanol. 395 mg (35% of theory) of the title compound are obtained as a white solid. LC-MS (method 1): Rt=2.06 min; [M+H]+=412 1H-NMR (400 MHz, DMSO-d6): delta=1.02 (t, 3H), 2.33 (s, 3H), 2.36 (s, 3H), 3.86 (q, 2H), 3.90 (s, 3H), 5.19 (s, 1H), 6.27 (s, 2H), 7.36 (s, 2H), 7.47 (s, 1H), 7.92 (dd, 1H), 9.58 (s, 1H).

The synthetic route of 1005-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/35902; (2010); A1;,
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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. Application In Synthesis of 4-Chloro-2-(methylthio)pyrimidine

Example 7 Synthesis of (4-Hydroxy-piperidin-1-yl)-(4-{4-[4-(4-methyl-thiophen-3-yl)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexyl)-methanone (Compound 7) To a suspension of NaH (7.59 g, 60%) in DMF (200 mL) under N2 was added 4-bromo-indole in portions, and the mixture stirred for 15 min at 0 C. To this was added 4-chloro-2-methylsulfanyl-pyrimidine (15.45 mL) in portions, and the reaction mixture stirred for 30 min at 0 C., then allowed to warm to RT with stirring for another 30 min. The reaction mixture was then quenched with cold water at 0 C., and the resulting suspension filtered, washed with water, and dried to obtain a crude product (41.01 g). The crude product (21.90 g) was chromatographed on silica, eluted with hexane:EtOAc (900:100) to provide an off-white solid (16.4 g). The solid was heated in EtOH on a steam bath, crystallized, filtered, and dried to provide 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indole.

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; Gong, Leyi; Jahangir, Alam; Reuter, Deborah Carol; US2010/160360; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia