Pyrimidines

Reference of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of Intermediate 2 (1 g, 4.2 mmcl) in dry DMF (10 mL), Et3N (2.3 mL, 16.8 mmcl) and 2-chloro-5-nitropyrimidine (0.74 g, 4.6 mmcl) were added at rt and the resulting mixture was stirred at 120 °C for 20 h. It was diluted with water andextracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum. The resulting crude product was purified by flash chromatography to give the title compound (yellow solid). 1H NMR (400 MHz, DMSOd 6): 6 9.08 (s, 2H), 6.92 (s, I H), 6.85-6.83 (m, I H), 6.77 (s, I H), 5.98 (m, 2H), 3.89 (s, 4H), 3.50 (s, I H), 2.45-2.44 (m, 4H), 1.30 (br s, 3H). LCMS: (Method A) 358.0 (M+H), Rt. 3.00 mm, 94.23percent (Max).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; TORONTO, Dawn, V.; CROWE, David, Malcolm; (150 pag.)WO2017/144637; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2434-56-2, 4,6-Diaminopyrimidine, 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, 2434-56-2, blongs to pyrimidines compound. Computed Properties of C4H6N4

To a stirred suspension of pyrimidine-4,6- diamine (500 mg, 4.55 mmol) in dioxane (20 mL) was added acetic anhydride (465 mg, 4.55 mmol) and the resulting mixture was heated under reflux for 15 hours. The reaction was cooled to room temperature and the resulting preceipitate was collected by filtration. The filtercake was dissolved in IN HC1 and the pH of the aqueous phase adjusted to 7 by the addition of IN NaOH. The resulting white precipitate was collected by filtration and dried to afford the desired product as a white solid (420 mg, 61% yield). LCMS (ESI) m/z: 152.0 [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,2434-56-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5909-24-0 ,Some common heterocyclic compound, 5909-24-0, molecular formula is C8H9ClN2O2S, 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.

In DCM (100 mL) were dissolved ethyl 4-chloro-2-(methylthio) pyrimidine-5-carboxylate (5.0 g, 21.55 mmol), 3-chloro-4-methoxybenzylamine (4.0 g, 23.4 mmol) and triethylamine (4.35 g, 43.1 mmol). The reaction mixture was stirred at ambient temperature for 10 h and washed with water. The organic phase was dried over magnesium sulfate and concentrated to give ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2 -(methylthio)pyrimidine-5-carboxylate as a solid (6.0 g, 76 % yield).

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. 5909-24-0, Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; WANG, Aichen; EP2886540; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 163622-50-2, 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. 163622-50-2, name is 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

4-amino-5-iodo-weighed -7H- pyrrolo [2,3-d] pyrimidine (2g, 0.0077mol)And potassium carbonate (4.2 g, 0.0310 mol),After adding DMF (50mL) dissolved and heated to 90 reflux,N-Butyl iodide (2 mL) was added dropwise to the solution using a separatory funnel.After 3 hours of reaction, the solvent was evaporated, extracted with ethyl acetate,The organic phase was dried over anhydrous sodium sulfate and evaporated under reduced pressure.And purified by column chromatography to give 1.80 g of a white solid (74% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,163622-50-2, 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Sichuan University Huaxi Hospital; He Yang; Chai Yingying; Chen Bojiang; Zhou Xinglong; Li Changfu; Qiu Zhixin; Li Weimin; (11 pag.)CN106831790; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1119280-66-8, 2-Chloro-5H-pyrrolo[3,2-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

7-Bromo-2-chloro-5H-pyrrolo[3,2-dlpyrimidine A solution of 2-chloro-5H-pyrrolo[3,2-d]pyrimidine ( 1.54 g, 10 mmol) in DMF (10 mL) was added NBS (2.00 g, 11 mmol) at room temperature. The resulting solution was stirred for 1 h and diluted with EtOAc. The resulting solution was washed with a sat. aq. solution of NaHC03, H20 and brine. The EtOAc layer was dried ( a2S04), concentrated and purified by ISCO to provide the desired product (1.75 g, 75%). 1H NMR (400 MHz, CD3OD) delta 8.53 (s, 1H), 7.60 (s, 1H); MS m/z 234.0 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1119280-66-8, 2-Chloro-5H-pyrrolo[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; LIU, Jing; YANG, Chao; ZHANG, Weihe; FRYE, Stephen; KIREEV, Dmitri; WO2013/52417; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 145783-15-9, Adding some certain compound to certain chemical reactions, such as: 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine,molecular formula is C7H9Cl2N3S, 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 145783-15-9.

Compound (1-1) (476 mg, 2.0 mmol), hydrochloric salt of compound (2?) (524 mg, 2.2 mmol) and NaHCO3 (370 mg, 4.4 mmol) were added to DMF (20 ml). Under the nitrogen atmosphere, the reaction mixture was stirred for 12-15 hours at 90-95 . The reaction was monitored by TLC. After completion, water (100 ml) and CH2Cl2 (100 ml) were added to the reaction mixture. The resulting mixture was stirred for 30 min, followed by the separation of the aqueous and organic layers. The dichloromethane layer was washed with water (20 ml*3) until to neutral. The resulting organic layer was dried with anhydrous sodium sulfate, and then filtered. The filtrate was removed by distillation at reduced pressure to obtain crude product (compound (1-c?)). The crude product was crystallized from the mixture of dichloromethane and petroleum ether to obtain a white solid (656 mg, yield 82.0%). HPLC purification is above 98%. (0094) 1HNMR (400 MHz, CDCl3) delta: 6.81 (b, 2H), 4.62-4.72 (m, 2H), 4.51-4.53 (m, 1H), 3.95 (d, J=7.6 Hz, 1H), 3.67-3.82 (m, 3H), 3.63-3.64 (m, 1H), 3.03-3.22 (m, 2H), 2.30-2.33 (m, 1H), 1.92-1.95 (m, 1H), 1.73-1.82 (m, 2H), 1.09 (t, J=7.6 Hz, 3H), MS (m/z): [M+H]+=405.86.

According to the analysis of related databases, 145783-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRIGHTGENE BIO-MEDICAL TECHNOLOGY (SUZHOU) CO., LTD; YUAN, Jiandong; JIANG, Qiao; LI, Xiang; US2015/322071; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33089-15-5, 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. 33089-15-5, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H4ClN3S, 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 2 2-(Methylthio)pyrimidine-5-carbonitrile To a stirred mixture of 4-chloro-2-(methylthio)pyrimidine-5-carbonitrile (0.843 g, 4.54 mmol) and zinc dust (1.48 g, 22.71 mmol) in ethanol (7.5 mL) and water (1.4 mL) was slowly added acetic acid (0.29 mL, 5.13 mmol). The resulting reaction mixture was vigorously stirred for 3 h. The solids were removed by filtration and the filtrate concentrated in vacuo. The residue was chromatographed on silica gel 60 (35 g), eluding with 10:1-20:89-70 CH2Cl2:2-propanol:hexane to give the title compound. M.S. (M+1): 152. 1H NMR (400 MHz, CDCl3): delta8.72 (s, 2 H, Ar), 2.61 (s, 3 H, CH3).

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 33089-15-5, 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3993-78-0, 2-Amino-4-chloropyrimidine, 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, 3993-78-0, blongs to pyrimidines compound. Safety of 2-Amino-4-chloropyrimidine

Under argon atmosphere, 4-chloropyrimidin-2-amine 10d (0.61g, 4.72mmol,It was prepared by the method “WO2009158011, A1” disclosed in the patent application),Compound 10c (1.1g, 5.19mmol),[1,1?-bis (diphenylphosphino) ferrocene] palladium dichloride (173mg, 0.24mmol),Potassium carbonate (1.30 g, 9.44 mmol) was dissolved in 20 mL of a mixed solution of 1,4-dioxane and water (V / V = 5: 1), heated to 90 C, and stirred for 2 hours. Stop the reaction,It was cooled to room temperature, concentrated under reduced pressure, and the residue was purified with CombiFlash rapid preparator using eluent system A to obtain the title product 10e (753 mg), yield: 89.01%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3993-78-0, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Lu Biao; Wang Shenglan; Zhang Caihua; He Feng; Tao Weikang; (36 pag.)CN110684020; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1421433-87-5, 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one, 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, Quality Control of 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one, blongs to pyrimidines compound. Quality Control of 7-Chloro-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

To the above mixture was added Boc2O (1.999 g, 11.65 mmol) and DMAP (0.142 g, 1.17 mmol). The reaction mixture was stirred at rt for 3 h, diluted with brine (30 mL) and extracted with ethyl acetate (20 mL*2). Combined organic parts were washed with brine (20 mL*2), dried over anhydrous Na2SO4 and concentrated. Purification via column on silica gel (eluent: ethylacetate) afforded the title product (1.5 g) as a white solid. LC-MS (ESI): m/z 272 [M+H]+; 1.24 min (ret time)

The synthetic route of 1421433-87-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; WAN, Zehong; Sang, Yingxia; Zhang, Qing; US2014/213599; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: Synthesis of product (4a-o): A mixture of, 2-hydroxy-1,4-naphthoquinone (0.174 g,1 mmol), aromatic aldehydes (1 mmol), 6-amino-2-thiouracil (0.143 g, 1 mmol) and 10 mLEtOH in a 50 mL flask was heated at reflux for 12-15 hours. After reaction completion(monitored by TLC, ethyl acetate/n-hexane, 1:1), the reaction mixture was cooled to roomtemperature and filtered to give the crude product. Then the solid was washed with ethanolto give product (4) in good to high yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Hosseini, Fahimeh Sadat; Bayat, Mohammad; Journal of Sulfur Chemistry; vol. 39; 5; (2018); p. 483 – 494;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia