Day: July 29, 2021

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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, 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. name: 1H-Pyrazolo[3,4-d]pyrimidin-4-amine

A mixture of lH-pyrazolo[3,4-<^pyrimidin-4-ylamine (11.75 g, 0.09 mol) (Step A) and N-iodosuccinimide (25.45 g, 0.11 mol) in dimethylformamide (300 ml) was stirred at 50 C for 24 hr. A second batch of N-iodosuccinimide (3.92 g, 0.02 mol) was added and the solution stirred for additional 24 hr. Upon standing at room temperature, a precipitate was formed which was separated by filtration and washed with dimethylformamide and ethanol to afford 10.05 g of 3-iodo-lH-pyrazolo[3,4-(f|pyrimidin-4-ylamine. The filtrate was concentrated in vacuo to about one half of the original volume and 500 ml of water was added. The precipitated product was separated by filtration and washed with ethanol to afford a second batch of the product (10.53 g, combined yield 20.58 g, 0.08 mol); LC/MS, API-ES, Pos, (M+H)+, 262.1. With the rapid development of chemical substances, we look forward to future research findings about 2380-63-4. Reference:
Patent; FOLDRX PHARMACEUTICALS, INC.; WO2009/62118; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 99586-66-0, 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.99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.

The procedure mentioned in Scheme 6 was used with compound 1.3h (45.0 mg, 0.084 mmol) and trifluoroacetic acid (192.0 mg, 1.68 mmol, 0.13 ml) in DCM (0.8 ml). The resulting mixture was stirred at room temperature for 3 hours and worked-up (Method B) to afford methyl (S )-2-( 1 -(2-( 1 -aminopropyl)-4-oxo-3 -phenyl-3 ,4-dihydroquinazolin-5- yl)piperidin-4-yl)acetate 6.le. The free amine 6.le was used with 2-amino-4-chloro-6- methylpyrimidine-5-carbonitrile (21.0 mg, 0.13 mmol) and DIPEA (33.0 mg, 0.25 mmol, 44.0 pi) in n-butanol (0.3 ml) and heated at 130 C for 2 hours. The remaining residue was purified by flash chromatography on silica gel using 0-100% EtOAc/hexanes to afford the product methyl (S )-2-( 1 -(2-( 1 -((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)propyl)-4- oxo-3 -phenyl-3 ,4-dihydroquinazolin-5-yl)piperidin-4-yl)acetate 6.2m (34.0 mg, 0.06 mmol) in 71% yield. LC-MS (method 1): tR = 2.57 mi mlz (M+H) = 567.3.

Statistics shows that 99586-66-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile.

Reference:
Patent; THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; GREWAL, Gurmit; THAKUR, Ashish; TAWA, Gregory James; FERRER, Marc; SIMEONOV, Anton M.; (191 pag.)WO2018/237007; (2018); A1;,
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 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H4N2O2S

General procedure: Nano-sawdust-OSO3H (0.02 g) was added to a stirred mixture of the aromatic aldehyde (1 mmol), malononitrile (1 mmol) and barbituric acid or thiobarbituric acid (1 mmol) in EtOH (5 mL). The materials were mixed and refluxed for the appropriate time. The progress of the reaction was followed by TLC (n-hexane:ethyl acetate 3:1). After completion of the reaction, the mixture was filtered to remove the catalyst. After evaporation of the solvent, the crude product was re-crystallized from hot ethanol to obtain the pure compound.

With the rapid development of chemical substances, we look forward to future research findings about 504-17-6.

Reference:
Article; Sadeghi; Bouslik; Shishehbore; Journal of the Iranian Chemical Society; vol. 12; 10; (2015); p. 1801 – 1808;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-63-7, 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.51940-63-7, name is Ethyl 6-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.5957, as common compound, the synthetic route is as follows.

C) (6-chloropyrimidin-4-yl)methanol To a solution of ethyl 6-chloropyrimidine-4-carboxylate (entire amount) obtained in Example 29, step B, in methanol (210 mL) was added sodium tetrahydroborate (9.99 g) at 0C, and the mixture was stirred for 30 min. To the reaction mixture was added 1N hydrochloric acid at 0C, and the mixture was extracted with a mixed solvent of ethyl acetate and THF. The solvent of the aqueous phase was evaporated under reduced pressure, and combined with the extract. The mixture was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as a brown oil. This compound was used for the next step without further purification. 1H NMR (400 MHz, DMSO-d6) delta 4.59 (2H, d, J = 5.6 Hz), 5.76 (1H, t, J = 5.8 Hz), 7.64 (1H, s), 8.95 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 51940-63-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 22536-65-8, 2-Chloro-5-methoxypyrimidine, 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, 22536-65-8, blongs to pyrimidines compound. category: pyrimidines

Prepare 1L four-necked flask with a stirring device and thermometer.Add 100 g of 2-chloro-5-methoxypyrimidine,300 mL of acetic acid was added to the reaction flask,Stir well, then add 153g of 48% hydrobromic acid and 1g of methionine.Warming up to reflux reaction for 5 h,Sampling HPLC controlled until the end of the reaction, product content 96%, dihydroxy by-product 0.5%;After dropping to room temperature, 300 mL of water was added to the reaction solution, and the mixture was extracted three times with 300 mL of dichloromethane.The organic phases were combined and washed with saturated sodium bicarbonate solution.Then, it is dried over anhydrous sodium sulfate, and after filtration, the organic phase is concentrated under reduced pressure to give a crude product;The crude product was recrystallized from the crude product to give a pale yellow solid, 82 g.The yield was 91% and the purity was 98%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-65-8, its application will become more common.

Reference:
Patent; Haimen Ruiyi Pharmaceutical Technology Co., Ltd.; Xue Song; Zhou Wenjun; (5 pag.)CN110041269; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2836-44-4, 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. 2836-44-4, name is 2-Methyl-6-(trifluoromethyl)pyrimidin-4-ol, molecular formula is C6H5F3N2O, 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 suspension of 6-methyl-2-(trifluoromethyl)pyrimidin-4-ol (3.Og, 16.8 mmol) and phosphorous oxybromide (19.3g, 67.3 mmol) in acetonitrile (30 mL) was stined at 80C for 6h.The volatiles were concentrated under reduced pressure to get the residue. The residue was neutralized with 10% sodium bicarbonate solution and extracted ethyl acetate. Then the organic portion was washed with water, brine and dried over anhydrous sodium sulphate and evaporated under reduced pressure to get 4-bromo-2-methyl-6-(trifluoromethyl)pyrimidine (2.5g, 62.5%).LC-MS: 243.2 [M+H].

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 2836-44-4, 2-Methyl-6-(trifluoromethyl)pyrimidin-4-ol.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; PANDIT, Chetan; (152 pag.)WO2016/185342; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.1053228-29-7, name is 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H2Cl2FN3, molecular weight is 206.01, as common compound, the synthetic route is as follows.Computed Properties of C6H2Cl2FN3

To a solution of 2,4-dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 12.14 mmol) in DMF (25 mL) was added NaH (582 mg, 14.57 mmol) at 0C. The mixture was stirred at this temperature for 1 h, and then SEM-C1 (2.43 g, 14.57 mmol) was added dropwise at 0C. The resulting mixture was stirred at 25C for 1 h. The reaction was slowly poured into ice-water, and then extracted with EtOAc (3 chi 80 mL). The combined organic phase was washed with brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give 2,4-dichloro-5-fluoro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 61.24% ) as a yellow oil. LCMS: RT 0.975 mm . m/z = 336.1 i H | .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1053228-29-7, 2,4-Dichloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 63931-21-5, 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. 63931-21-5, name is 5-Bromo-2,4,6-trichloropyrimidine, molecular formula is C4BrCl3N2, 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.

5-Bromo-2,4,6-trichloropyrimidine (1.880 g, 6.81 mmol) was dissolved in THF (11 mF) and water (5 mF), and sodium acetate (1.68 g, 20.4 mmol), followed by 4-fluoroaniline (787 mg, (0231) 0.68 mF, 6.87 mmol) were added. The mixture was stirred at room temperature for 18 h. After that, a saturated aqueous solution of sodium hydrogenocarbonate (15 mF) was added and the resulting mixture was extracted with ethyl acetate (2 x 150 mF). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 40 g, eluting with ethyl acetate / n-heptane, gradient 0:100 to 10:90) to afford, after drying in vacuo (40C, 5 mbar), the title compound as a light brown solid (2.07 g, 90%). MS (ES+) m/z 335.9, 337.9, 339.9 [M+H, Br & 2 Cl isotopes].

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 63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; COOK, Xinlan Aloise Ford; RATNI, Hasane; REUTLINGER, Michael; VIFIAN, Walter; (46 pag.)WO2019/101984; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3, 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. 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, 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.

Step 1. 2-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidineTo a solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (27 mg, 0.16 mmol, prepared as reported in Bioorganic and Medicinal Chemistry Letters, 16(22), 5778-5783 (2006)) in DMF (0.15 mL) was added potassium carbonate (67 mg, 0.48 mmol), followed by methyl iodide (10 microL, 0.16 mmol). The mixture was stirred in a sealed vial at RT for 3 h. The reaction was diluted with DCM and acetonitrile, filtered and concentrated. The product was purified by flash column chromatography on silica gel, eluting with 0-50% ethyl acetate in hexanes to afford product as a white solid (13 mg, 47%). LCMS (M+H)+: 167.9, 169.9.

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 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 57489-77-7

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.

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, 57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine.

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia