Day: March 25, 2022

Related Products of 29133-99-1, 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 29133-99-1, name is 4,6-Dichloro-2,5-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Under N2, to the solution of cinchonine (1.47 g, 5.0 mmol) and 4,6-dichloro-2,5-diphenylpyrimidine (1.51 g, 5.0 mmol) in PhMe (100 mL) was added powdered KOH (4.20 g, 75 mmol) portion wise. The suspension was heated to 90 C. for 10 mins and then refluxed for another 50 mins. Then the resulting mixture was cooled to room temperature and diluted with water (50 mL). The organic layer was separated. Next the aqueous layer was extracted with CH2Cl2 (50 mL×3). The combined organic extracts were washed with brine (100 mL), dried over Na2SO4 and concentrated under vacuum. The yellow residue was applied to column (CH2Cl2/MeOH=100/1 to 10/1) to afford C-S1 as a white solid (2.43 g, 87% yield). [alpha]D20=-103.8 (c=0.68, CHCl3). 1H NMR (400 MHz, CDCl3) delta 8.83 (d, J=4.5 Hz, 1H), 8.26 (d, J=8.4 Hz, 1H), 8.13 (d, J=8.4 Hz, 1H), 7.91 (d, J=7.6 Hz, 2H), 7.76 (t, J=7.6 Hz, 1H), 7.63 (t, J=7.6 Hz, 1H), 7.53 (dq, J=14.3, 7.1 Hz, 3H), 7.42 (d, J=6.8 Hz, 2H), 7.33 (dd, J=9.3, 5.9 Hz, 2H), 7.20 (t, J=7.7 Hz, 2H), 7.03 (d, J=5.6 Hz, 1H), 5.42-5.28 (m, 1H), 4.90 (dd, J=27.9, 13.6 Hz, 2H), 3.15 (dd, J=14.9, 9.2 Hz, 1H), 2.83 (d, J=8.9 Hz, 2H), 2.74 (d, J=9.3 Hz, 1H), 2.70-2.57 (m, 1H), 2.12 (dd, J=15.3, 6.9 Hz, 1H), 1.85-1.75 (m, 1H), 1.66 (s, 1H), 1.58 (s, 1H), 1.44 (d, J=8.4 Hz, 2H), 1.31 (dd, J=17.9, 8.9 Hz, 1H). 13C NMR (100 MHz, CDCl3) delta 166.6, 162.6, 160.2, 150.1, 148.6, 146.2, 140.3, 135.7, 132.1, 131.3, 130.8, 130.1, 129.4, 128.8, 128.7, 128.4, 128.3, 126.9, 126.0, 123.5, 118.9, 118.1, 114.9, 77.8, 60.1, 50.0, 49.9, 40.4, 28.4, 26.3, 22.9. IR (CHCl3) v 2943, 2872, 1569, 1517, 1441, 1406, 1365, 1323, 1103, 992, 909, 845, 758 cm-1. HRMS (ESI/[M+H]1) Calcd. for C35H32N4OCl m/z 559.2265, found m/z 559.2261.

According to the analysis of related databases, 29133-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRANDEIS UNIVERSITY; WU, YONGWEI; DENG, LI; (65 pag.)US2020/48243; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34253-03-7 ,Some common heterocyclic compound, 34253-03-7, molecular formula is C6H6N2O2, 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.

Step B: Preparation of pyrimidin-2-ylmethanol: A cold solution (0 C.) of methylpyrimidine-2-carboxylate (659 mg, 4.77 mmol) in EtOH (25 mL) was prepared, and sodium borohydride (181 mg, 4.77 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched with water (5 mL) and concentrated. The crude product was purified using silica gel chromatography to give the desired product as a white solid (154 mg, 30%). 1H NMR (400 MHz, CDCl3) delta8.76-8.75 (d, J=4.7 Hz, 2H), 7.27-7.25 (t, J=4.7 Hz, 1H), 4.87 (s, 2H), 4.10 (br s, 1H).

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. 34253-03-7, Methyl pyrimidine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 304646-29-5 , The common heterocyclic compound, 304646-29-5, name is 2-Methoxy-5-nitropyrimidin-4-amine, molecular formula is C5H6N4O3, 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 mixture of compound 6 (560 mg, 3.29 mmol) in MeOH (30 mL) was added 10% Pd on carbon (56.4 mg). After the mixture was stirred at 20 C under H2 (15 psi) for 1 h, it wasfiltered and the filtrate was concentrated to give compound 7 (310 mg, 2.21 mmol, 67.2% yield) as a brown solid.

The synthetic route of 304646-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; DRAGOVICH, Peter; PEI, Zhonghua; PILLOW, Thomas; SADOWSKY, Jack; CHEN, Jinhua; WAI, John; (237 pag.)WO2017/64675; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 7399-93-1, 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. 7399-93-1, name is Methyl 6-oxo-3,6-dihydropyrimidine-4-carboxylate, molecular formula is C6H6N2O3, 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: Methyl 1-(1-(tert-butoxycarbonyl)-2,6-dioxopiperidin-3-yl)-6-oxo-1,6- dihydropyrimidine-4-carboxylate. (1511) tert-Butyl 3-bromo-2,6-dioxopiperidine-1-carboxylate (1.0 equiv.) and methyl 6-oxo-1,6- dihydropyrimidine-4-carboxylate (1.0 equiv.) are mixed in DMF (0.2M) and cesium carbonate is added (2.0 equiv.). The reaction mixture is stirred at 60 oC for 16 hours. The reaction mixture is partitioned between brine and ethyl acetate. The organic layer is dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude residue is purified by silica gel column chromatography to afford methyl 1-(1-(tert-butoxycarbonyl)-2,6-dioxopiperidin-3-yl)-6-oxo-1,6- dihydropyrimidine-4-carboxylate.

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 7399-93-1, Methyl 6-oxo-3,6-dihydropyrimidine-4-carboxylate.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 57473-33-3, 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.57473-33-3, name is 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one, molecular formula is C6H4ClN3O, molecular weight is 169.57, as common compound, the synthetic route is as follows.

Example 67-Chloro-l-(methylmvalate)imidazo[l,2-aJpyrimidin-5-one:To a suspension of 7-chloroimidazo[l,2-alpha]pyrimidin-5-one [for preparation see Annals of the New York Academy of Sciences. 1975, 255, 166-176] (600 mg, 3.54 mmol) in dry dimethylformarnide (20 mL) was added sodium hydride (60% in oil, 168 mg, 4.2 mmoles) at 20C and stirred for one hour. Chloromethyl pivalate (612 muL) was added and stirred at 20C for 16 hours. The reaction mixture was evaporated to dryness. The residue was purified on silica gel using dichloromethane/methanol (99/1) as eluant to give the title compound (710 mg) as a white powder.1H NMR (DMSO-d6) delta ppm: 1.15 (s, 9H, CH3), 6.04 (s, 2H, CH2), 6.11 (s, IH), 7.75 (syst AB, 2H, CH);Mass spectrum : m/z (FAB>0) 284 (M+H)+, 567 (2M+H)+.

The chemical industry reduces the impact on the environment during synthesis 57473-33-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDENIX (CAYMAN) LIMITED; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITA DEGLI STUDI DI CAGLIARI; UNIVERSTITAT OSNABRUCK LABORATORIUM FUR ORGANIC AND BIORGANIC CHEMIE; WO2006/922; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 120977-94-8, Adding some certain compound to certain chemical reactions, such as: 120977-94-8, name is 2,6-Dichloro-3H-pyrimidin-4-one,molecular formula is C4H2Cl2N2O, 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 120977-94-8.

Step A 6-((1′-tert-Butoxycarbonyl-4,4′-bipiperidin)-1-yl)-2-chloro-3H-pyrimid-4-one A solution of 100 mg (0.61 mmol) of 2,6-dichloropyrimid-4-one (Helv. Chim. Acta 1989, 72, 738) and 246 mg (0.92 mmol) of 1-tert-butoxycarbonyl-4,4′-bipiperidine in 6 mL of EtOH was refluxed for 2.25 hours. After cooling the reaction with an ice bath, the resulting solid was filtered and dried to yield 126 mg (52%) of the title compound: Rf: 0.77 (90:10:1 v/v/v CH2Cl2/MeOH/NH4OH); 1H NMR (500 MHz, CD3OD) delta 1.12-1.85 (m, 19H), 2.62-2.67 (m, 2H), 2.87-2.92 (m, 2H), 4.13-4.15 (m, 2H), 4.53-4.55 (m, 2H), 5.74 (s, 1H).

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. 120977-94-8, 2,6-Dichloro-3H-pyrimidin-4-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6498161; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4271-96-9, 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. 4271-96-9, name is 1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A solution of 55% aqueous hydroiodic acid (1 mL, ca. 7.3 mmol) was added dropwise over 1 min to a stirred mixture of amidine (1a-e, 4 mmol) or amine (1f-j, 4 mmol) in dioxane (8 mL) at 0 C. After the mixture was stirred at room temperature for 12 h, the mixture was evaporated in vacuo. The residue was washed with ether/THF (1:1 or 1:0), and the precipitate was dried in vacuo for 12 h at 50 C (1i?HI and 1j?HI were dried for 6 h at 30 C) to give corresponding hydroiodides (1a-j?HI).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4271-96-9, its application will become more common.

Reference:
Article; Aoyagi, Naoto; Furusho, Yoshio; Endo, Takeshi; Tetrahedron; vol. 75; 52; (2019);,
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. 206564-00-3, name is 4-(2-Furyl)pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 206564-00-3

General procedure: 4-p-Tolylpyrimidin-2-amine (3a) (1.0 equiv), N-chlorosuccinimide (1.1 equiv) and benzoyl peroxide (0.2 equiv) were dissolved in acetonitrile and stirred at 80 C for 6 h. The reaction mixture was cooled to room temperature, then the solvent was removed in vacuo. The crude product was purified by silica gel column with acetone/petroleum ether (v/v, 1:5) as eluent to obtain 4a. Using the same procedure described above for the other compounds exception of 6a-6c under a lower reaction temperature (40 C).

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, 206564-00-3, 4-(2-Furyl)pyrimidin-2-amine.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1203705-58-1, 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 1203705-58-1, name is 2-Bromo-7-chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol To a suspension of (1R,2S,3R,4R)-1-amino-2,3-(isoproplydenyl)dihydroxy-4-hydroxymethyl cyclopentane (2.76 g, 14.7 mmol) in ethanol (46.5 mL) is added triethylamine (4.28 mL, 30.7 mmol) and 2-bromo-7-chloropyrazolo[1,5-a]pyrimidine (3.58 g, 15.4 mmol; obtained by the method described in J. Med. Chem. 2010, 53, 1238-1249). The reaction mixture is heated at 100 C. for 3.5 hr and then cooled to room temperature and concentrated to dryness. The residue is dissolved in chloroform and then washed with saturated sodium bicarbonate and brine. The organic layer is dried over Na2SO4, filtered and concentrated in vacuo. The solid is triturated with diethyl ether and filtered to provide (s.e.)-{(3aR,4R,6R,6aS)-6-[(2-bromopyrazolo[1,5-a]pyrimidin-7-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol (5.0 g, yield 88%). LCMS: (AA) M+383; 1H NMR (400 MHz, MeOD) delta 8.14 (d, J=5.6 Hz, 1H), 6.43 (s, 1H), 6.28 (d, J=5.7 Hz, 1H), 4.64-4.56 (m, 1H), 4.55-4.48 (m, 1H), 4.15-4.05 (m, 1H), 3.75-3.61 (m, 2H), 2.63-2.53 (m, 1H), 2.41-2.31 (m, 1H), 1.88-1.78 (m, 1H), 1.51 (s, 3H), 1.30 (s, 3H).

According to the analysis of related databases, 1203705-58-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; Afroze, Roushan; Bharathan, Indu T.; Ciavarri, Jeffrey P.; Fleming, Paul E.; Gaulin, Jeffrey L.; Girard, Mario; Langston, Steven P.; Soucy, Francois; Wong, Tzu-Tshin; Ye, Yingchun; US2013/217682; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

(2) A solution of 2,4-dichlorobenzylamine(33.5 g) in DMF(270 mL) was added dropwise to a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carboxylic acid(45.5 g) and triethylamine(53.1 g) in DMF(270 mL) for 30 minutes and the mixture was stirred at room temperature for 4 hours. An aqueous citric acid solution was added to the reaction solution and ethyl acetate/hexane was further added. The organic layer was washed with water and brine, dried over sodium sulfate and the solvent was distilled away. The residue was crystallized from ethyl acetate/hexane to give 4-chloro-6-(2,4-dichlorobenzylamino)-2-methylsulfanyl-pyrimidine-5-carboxylic acid(69.5 g) as pink crystals. APCI-MS(m/e):378/380[M-H]-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia