Day: May 10, 2021

Application of 3993-78-0, 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 3993-78-0, name is 2-Amino-4-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A microwave vial was charged with 2-amino-4-chloropyrimidine (2.0 g, 15.4 mmol), and pyrrolidine (10 mL) was added. The vial was sealed, and heated in the microwave at 150 C for 1 h. After cooling, the reaction was diluted with methanol (30 mL), and silica (15 g) was added. All solvents were removed in vacuo, and the remaining silica slurry loaded on a 40.0 g silica column. Elution with a 0% to 10% methanol in dichloromethane gradient yielded 4-(pyrrolidin-1-yl)pyrimidin-2-amine (1.70 g, 67% yield). MS (ESI) calcd for C8H14N4: 164.11

According to the analysis of related databases, 3993-78-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (100.00 mg, 329.68 mumol) was weighed in a single-mouth flask and anhydrous tetrahydrofuran (10 ml) was added. , Triphenylphosphine (259.42mg, 989.04mumol) was added under argon protection.(S)-3-(4-hydroxyphenyl)-1-(piperidin-1-yl)prop-2-en-1-one (51.17 mg, 329.68 mumol), Diethyl azodicarboxylate (199.99 Mg, 989.04 [mu]mol), overnight at room temperature, complete reaction monitored by TLC. The reaction solution was concentrated and column chromatography afforded BTK-187 mg in a yield of 83.65%.

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 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Shanghai Institute of Technology; Yao Zhiyi; Yang Yan; Xia Xiaoming; Xue Nannan; Shu Qisheng; Wang Qingxuan; Wang Dongsheng; (7 pag.)CN107827892; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 111196-81-7 ,Some common heterocyclic compound, 111196-81-7, molecular formula is C6H7ClN2, 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.

A screw-cap vial was charged with benzamide (121 mg, 1.00 mmol), Cs2CO3 (456 mg, 1.40 mmol), Xantphos (87 mg, 0.15 mmol), Pd2(dba)3 (46 mg, 0.050 mmol), 2-chloropyrimidine (137 mg, 1.20 mmol), and 1,4-dioxane (2 mL). The mixture was sparged with nitrogen for 3 min, stirred for 16 h at 100 C, and cooled to room temperature. The residue was diluted with dichloromethane, filtered through celite, and concentrated. The crude product was purified by silica gel flash chromatography (40-100% ethylacetate/hexanes) to provide N-(pyrimidin-2-yl)benzamide (188 mg, 0.85 mmol, 94% yield) as an amorphous solid (Table 1, entry 8).

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. 111196-81-7, 2-Chloro-5-ethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Vimolratana, Marc; Simard, Jillian L.; Brown, Sean P.; Tetrahedron Letters; vol. 52; 9; (2011); p. 1020 – 1022;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-22-4, 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. 29274-22-4, name is Pyrazolo[1,5-a]pyrimidin-5-ol. A new synthetic method of this compound is introduced below.

A mixture of the product (1.35 g, 10.0 mmol) from Step A above and 7.5 mL of phosphorus oxychloride was warmed at reflux for 4 h. The mixture was cooled, and the volatiles were removed under reduced pressure. The dark residue was partitioned between ice water and dichloromethane, and the aqueous layer was extracted with additional dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure to provide a light brown solid, which was purified by flash chromatography (silica gel; 0.5% methanol in dichloromethane eluant) to afford the title compound as a white solid. MS 153.8 and 155.8 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-22-4, Pyrazolo[1,5-a]pyrimidin-5-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2004/43940; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 93366-88-2, name is 7H-Pyrrolo[2,3-d]pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

7H-pyrrolo[2,3-d]pyrimidin-2-amine (160 mg, 1.19 mmol), 3-bromo-5-iodopyridine (676 mg, 2.39 mmol),potassium carbonate (493 mg, 3.57 mmol) and proline(28 mg, 0.24 mmol) was added to an eggplant flask, dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (23 mg, 0.12mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained in 24 mg.

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, 93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-2-amine.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 20781-06-0, 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. 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 0.188 g (1 mmol) of compound of formula V and 0.447 g (1.5 mmol) of compound of formula III-1, 0.126 g (2 mmol) of sodium cyanoborohydride was added and maintained in a reflux state for 24 hours in 15 mL of methanol, The water was washed with ethyl acetate and the organic phase was washed with saturated brine and the organic phase was concentrated (the solvent was removed under reduced pressure). The residue was purified by silica gel column chromatography (Eluent: methanol: dichloromethane = 1: 10, v / v) to give a white solid (IB-1) The yield was 78%

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; East China University of Science and Technology; Zhu Jin; Huang Jin; Chen Wenhua; Yao Xue; Ling Dazheng; Wang Manjiong; Jiang Hualiang; Li Jian; (21 pag.)CN106938997; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 31169-25-2, 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. 31169-25-2, name is 7-Bromothieno[3,2-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.

7-Bromothieno[3,2-d]pyrimidine-4(3H)-one (5.9g) was dissolved in POCl3 (20mL) and then stirred at 150C for 3 hours. After cooling down to room temperature, the remaining POCI3 was concentrated and added to ice water to obtain a solid. The solid was washed with sat. NaHC03 solution and dried with N2 gas to obtain the title compound. NMR (400MHz, DMSO-d^) delta 9.16 (s, 1H), 8.79 (s, 1H).

According to the analysis of related databases, 31169-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HANMI HOLDINGS CO., LTD.; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; CATHOLIC UNIVERSITY INDUSTRY ACADEMIC COOPERATION FOUNDATION; SON, Jung Beom; JUNG, Seung Hyun; CHOI, Wha Il; JUNG, Young Hee; CHOI, Jae Yul; SONG, Ji Yeon; LEE, Kyu Hang; LEE, Jae Chul; KIM, Eun Young; AHN, Young Gil; KIM, Maeng Sup; CHOI, Hwan Geun; SIM, Tae Bo; HAM, Young Jin; PARK, Dong-sik; KIM, Hwan; KIM, Dong-Wook; WO2011/93684; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. name: Pyrimidine-5-carboxylic acid

To a solution of pyrimidine-5-carboxylic acid (1.38 g, 11.13 mmol, 1.1equiv; [CAS RN 4595-61-3]) in DMF (44 mL) was added 3-(4-trifluoromethyl-phenyl)-prop-2-yn-1-ol(2.02 g, 10.1 mmol, 1.0 equiv; [CAS RN 173546-21-9]), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide) hydrochloride (2.33 g, 12.1 mmol, 1.2 equiv; [CASRN 25952-53-8]) and 4-dimethylaminopyridine (0.25 g, 2.0 mmol, 0.2 equiv). The reaction mixturewas stirred at rt for 2 h and then concentrated by evaporation under reducedpressure. A sat. solution of NaHCO3 (50 mL) was added and the crude productextracted with DCM (3 x 100 mL). The combined organic layers were dried over MgSO4,concentrated under reduced pressure and the product purified by MPLC elutingwith a gradient of DCM / methanol. The title compound was isolated as whitesolid (2.36 g, 76percent).?1H NMR (600 MHz, CDCl3): d = 5.23 (s, 2H), 7.57 ? 7.60 (m, 4H), 9.35 (s, 2H), 9.41 (s, 1H). 13CNMR (150 MHz, CDCl3): d = 54.0, 84.5, 86.1, 123.9 (q, JCF= 270.6 Hz), 123.9 (br s), 125.5 (q, JCF= 3.7 Hz), 125.7 (d, JCF =1.4 Hz), 131.0 (q, JCF =32.6 Hz), 132.3, 158.3, 161.9, 163.1. 19F NMR (280MHz, CDCl3): d = -63.0. HRMS (ESI+): m/z [M]+ calcd for C15H9F3N2O2:306.0616, found: 306.0610.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martin, Rainer E.; Lenz, Mario; Alzieu, Thibaut; Aebi, Johannes D.; Forzy, Liliane; Tetrahedron Letters; vol. 54; 49; (2013); p. 6703 – 6707;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1152475-42-7, 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 1152475-42-7, name is 7-Bromo-2-chlorothieno[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 1-h (671 mg, 1.64 mmol), 2-(methanesulfonyl)phenylboronic acid (328 mg, 1.64 mmol), bis(triphenylphosphine)palladium(II) dichloride (69 mg, 0.09 mmol) 2-di-tert-butylphosphino- 2?,4?,6?-triisopropylbiphenyl (63 mg,0.15 mmol) and 2 M aqueous sodium carbonate solution (6.5 mL, 13 mmol) were dissolved in 1,4-dioxane (13 mL). Thereaction mixture was replaced with nitrogen three times to remove the oxygen inside the system and then heated at90C for 6 hours. The reaction was cooled to room temperature, diluted with ice water (100 mL) and extracted withdichloromethane (100 mL 3 3). The combined organic phases were washed successively with water (50 mL 3 3) andbrine (50 mL),dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure.The residue was purified by silica gel thin layer chromatography preparative plate (dichloromethane: methanol = 40: 1)to deliver a yellow solid 5-b (130 mg, yield: 24%). LC-MS (ESI): m/z = 325 [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 1152475-42-7, 7-Bromo-2-chlorothieno[3,2-d]pyrimidine.

Reference:
Patent; Guangzhou Maxinovel Pharmaceuticals Co., Ltd.; ZHANG, Nong; XU, Zusheng; WANG, Tinghan; WANG, Yuguang; (99 pag.)EP3287463; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90213-67-5, 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 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Sonogashira Coupling; Compound 2a: A solution of 1(400 mg, 1.98 mmol) in anhyd Et3N (20 mL) was flushed withargon and Pd(PPh3)2Cl2 (28.0 mg, 0.04 mmol), PPh3 (21.0 mg,0.08 mmol), CuI (3.8 mg, 0.02 mmol) and phenylacetylene (260muL, 2.38 mmol) were added. The mixture was stirred underargon at 60 C for 2-3 h. After cooling, the reaction mixture waspoured into H2O (40 mL) and extracted with CHCl3. The extractwas dried over Na2SO4, filtered and the solvent removed byrotary evaporation. The residue was purified by column chromatography(eluent CHCl3) and recrystallized to give compound 2a.

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 90213-67-5, 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Bucevicius, Jonas; Tumkevicius, Sigitas; Synlett; vol. 26; 6; (2015); p. 810 – 814;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia