Day: March 22, 2022

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. 830346-47-9, name is 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a 250 mL three-neck round bottom flask was charged l-(2-fluoro-6- trifluoromethyl-benzyl)-6-methyl-lH-pyrimidine-2,4-dione Ia (25.0 g) and methanol (250 mL). Iodine monochloride (30.9 g) was charged over 2.5 min. The mixture was heated at 50 0C for 3 hours. After cooling to ambient temperature, the mixture was filtered. The cake was re-slurried in methanol (250 mL) and heated to 50 C for 3 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake was washed with methanol (50 mL). The off-white solid was dried in a vacuum oven at 50 C to provide l-(2-fluoro-6-trifluoromethyl-benzyl)-5-iodo-6-methyl-lH-pyrimidine-2,4- dione Ib (32.5 g, 90% yield). LCMS (ESI) m/z 429.3 (MH+). The material may be re- slurried in MeOH as needed.

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, 830346-47-9, 1-(2-Fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2009/62087; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 87253-62-1, 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 87253-62-1 as follows.

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,87253-62-1, its application will become more common.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1266343-30-9, 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.1266343-30-9, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5BrClN3, molecular weight is 246.49, as common compound, the synthetic route is as follows.

5-bromo- 7-meth yl- 7H-p yrrolo[2, 3-d ID yrimidin-4-amineA suspension of 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (17 g, 69.0 mmol) in ammonium hydroxide (150 ml_, 3852 mmol) was stirred for 2 days at 100 C in a sealed vessel. The reaction was allowed to cool to room temperature and filtered. The collected solid was washed with Et20 to afford the product 5-bromo-7-methyl-7H-pyrrolo[2,3- d]pyrimidin-4-amine (12.5 g) as a white solid.

Statistics shows that 1266343-30-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); 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.1159818-57-1, name is 4-Amino-6-bromopyrimidine, molecular formula is C4H4BrN3, molecular weight is 173.9987, as common compound, the synthetic route is as follows.Application In Synthesis of 4-Amino-6-bromopyrimidine

6-bromopyrimidine-4-amine (1.01 g, 5.80 mmol)And an aqueous ammonia solution (25 mL) was placed in a sealed tube.The mixture was stirred at 125 C overnight.Then cool to room temperature,It was concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/15).The title compound was obtained as a yellow solid (0.46 g, yield 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1159818-57-1, 4-Amino-6-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34253-03-7, 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 34253-03-7, name is Methyl pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step B: Preparation of pyrimidin-2-ylmethanol: NaBH4 (0.22 g, 5.79 mmol) was added in one portion to a solution of methylpyrimidine-2-carboxlate (0.80, 5.79 mmol) in EtOH (30 mL). The reaction mixture was left at room temperature overnight before carefully quenching with water (5.0 mL) and concentrating to dryness. The residue was taken up in MeOH and filtered. The filtrate was concentrated and was purified by flash column chromatography, eluting with CH2Cl2/MeOH (100:1) to give 0.18 g (28%) of the desired product as a yellow oil. Step B: Pyrimidin-2-ylmethanol: A solution of methyl pyrimidine-2-carboxylate (659 mg, 4.77 mmol, 1.00 equiv) in 25 mL EtOH was cooled to 0 C. in an ice bath, and sodium borohydride (181 mg, 4.77 mmol, 1.00 equiv) was added. The reaction mixture was warmed to ambient temperature, and stirred 2 hours, and then 5 ml water was added. The reaction was concentrated under reduced pressure, and the residue was purified using silica gel chromatography to give the desired product as a white solid (154 mg, 30%).

According to the analysis of related databases, 34253-03-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 43024-61-9, 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. 43024-61-9, name is Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate, molecular formula is C9H9N3O3, 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.

Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (Journal of Medicinal Chemistry, vol. 49, page 2526, 2006) (3.20 g, 15.5 mmol) was dissolved in phosphorus oxychloride (30 mL), N,N-diisopropylethylamine (5.4 mL, 30.9 mmol) was added, and the mixture was stirred with heating at 100 C. for 3 hr. After confirmation of consumption the starting materials, phosphorus oxychloride was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was added dropwise to a saturated aqueous sodium hydrogen carbonate solution under ice-cooling. To the saturated aqueous sodium hydrogen carbonate solution was added ethyl acetate, and the mixture was extracted 3 times. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.

According to the analysis of related databases, 43024-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; Yamamoto, Keisuke; Aratake, Seiji; Hemmi, Kazuki; Mizutani, Mirai; Seno, Yuko; US2014/221340; (2014); 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.16097-60-2, name is 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine, molecular formula is C5H3ClF3N3, molecular weight is 197.55, as common compound, the synthetic route is as follows.Formula: C5H3ClF3N3

Example 19 N4-{4-[(3-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]-3-fluorophenyl}-6-(trifluoromethyl)pyrimidine-2,4-diamine 185 mg (0.60 mmol) of 4-[(3-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]-3-fluoroaniline and 130 mg (0.66 mmol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 4 ml of water and 0.30 ml of 4N hydrochloric acid. The reaction mixture is heated at reflux for 2 hours. After cooling, the mixture is made alkaline using dilute aqueous sodium hydroxide solution, a little methanol is added and the mixture is extracted with ethyl acetate. The extract is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC. This gives crystals. Yield: 123 mg (45% of theory) LC-MS (Method 1): Rt=2.32 min. MS (ESI pos.): m/z=437 [M+H]+. 1H-NMR (DMSO-d6, 400 MHz): delta=4.47 (s, 2H), 6.35 (s, 1H), 6.76 (d, 1H), 6.94 (br. s, 2H), 7.03 (t, 1H), 7.29 (dd, 1H), 7.64 (s, 1H), 7.93 (dd, 1H), 8.18 (d, 1H), 9.75 (s, 1H), 12.00 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16097-60-2, 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer HealthCare AG; US2008/269268; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14631-08-4, 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.14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, molecular weight is 144.5623, as common compound, the synthetic route is as follows.

EXAMPLE 8; 5-F4-(2-Bromo-5-fluorophenoxy)piperidin-l-yll-3H-[l,2,31triazolo[4,5-lH NMR (500 MHz, acetone-ct°: delta 7.57 (dd, 1 H), 7.53 (s, 1 H), 7.04 (dd, 1 H), 6.70 (td, 1 H), 5.55 (s, 2 H), 4.78-4.73 (m, 1 H), 4.05-3.97 (m, 2 H), 3.58-3.51 (m, 2 H), 3.42 (s, 2 H), 2.00- 1.92 (m, 2 H), 1.74-1.66 (m, 2 H). MS (+ESI) m/z 382, 384 (MH+).

The chemical industry reduces the impact on the environment during synthesis 14631-08-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2008/17161; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 219915-13-6, 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 219915-13-6 as follows.

To a solution of 12 (0.89 g, 3.79 mmol) in anh. DMF (50 mL)under direct nitrogen bubble was added bis(tributyltin) (2.29 mL, 4.55 mmol) and Pd2dba3CHCl3(0.39 g, 0.38 mmol). Then, the reaction was stirred at 65 C for 2.5 h. After completion, the reaction wascooled to room temperature, and the solvent was removed in vacuo to give a black oil. The crude mixturewas resuspended in EtOAc (100 mL) and filtered over a celite pad. The filtrated was concentrated invacuo to give a brown oil. Then, the crude product was purified by flash column chromatography onsilica (0-70% EtOAc in hexanes) to give the pure product as a pale yellow oil (1.40 g, 93%); Rf = 0.64(1:1 EtOAc: Hex); 1H NMR (500 MHz, CDCl3)delta 8.46 (s, 1H), 8.11 (s, 1H), 3.65 (s, 3H), 1.20-1.31 (m, 6H),1.03-1.06 (m, 6H), 0.81-0.89 (m, 6H), 0.58-0.62 (m, 9H); 13C NMR (126 MHz, CDCl3) delta 188.5, 163.3, 158.5,128.7, 53.1, 28.9, 27.3, 13.6, 9.6; MS (ESI+) m/z calcd for C17H32N2OSn [M + H]+ 401.15, found: 401.18.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,219915-13-6, its application will become more common.

Reference:
Article; Yates, Mary K.; Chatterjee, Payel; Flint, Mike; Arefeayne, Yafet; Makuc, Damjan; Plavec, Janez; Spiropoulou, Christina F.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 17; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 634468-96-5, tert-Butyl 4-(pyrimidin-5-yl)piperazine-1-carboxylate, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

(2) Preparation of tert-butyl 4-(2-bromopyrimidin-5-yl)piperazin-1-carboxylate Tert-butyl 4-(pyrimidin-5-yl)piperazin-1-carboxylate (2.64 g, 10 mmol) was weighed and added to acetonitrile (125 mL). N-bromobutanimide (1.78 g, 10 mmol) was added under stirring, and the mixture was stirred at 25C for 16 h. The reaction solution was concentrated. Acetic ether (100 mL) and water (100 mL) were added to separate the phases. The organic phase was concentrated and then subjected to silica gel column chromatography (dichloromethane: methanol=30:1) to get the title compound (40 mg, yield: 1.17%).

The synthetic route of 634468-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; CHEN, Bo; (105 pag.)EP3091008; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia