Tag: M.W:200-300

Reference of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

A suspension of methyl 2,6-dichloropyrimidine-4-carboxylate (1g, 4.87 mmol) in methanol (20 ml) was cooled to -20C, to this 2,4-difluoro benzylamine (0.627mg, 4.39 mmol) and triethylamine (0.98 mg, 9.74 mmol) were added. The reaction mixture was stirred at same temperature for 1 hr then at room temperature for 4 hrs. Methanol was removed under vacuum. The residue was purified by column chromatography to get the title compound. Yield: 45.93% TLC: Pet ether/Ethyl acetate (7/3): Rf: 0.4 LCMS: Mass found (+MS, 314.0) Rt (min): 4.16 Area %: 97.75 (at max), 98.54 (at 254nm) HPLC: > 99% Rt (min): 4.23 Area %: 99.27 (at max), 98.66(at 254nm) 1H NMR (400MHz, DMSO-d6): delta 8.79-8.76 (m, 1 H), 7.47-7.41 (m, 1 H), 7.30-7.24 (m, 1 H), 7.12 (s, 1 H), 7.10-7.05 (m, 1 H), 4.71 (d, J = 5.52 Hz, 2H), 3.83 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6299-85-0, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; HEINRICH, Timo; BRUGGER, Nadia; JOSEPHSON, Kristopher; WO2013/4332; (2013); 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

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, 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39876-88-5, 4-Chlorobenzofuro[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

First of all, 2.42 g of 4-chlorobenzofuran [3, 2-d]pyrimidine, 2.19 g of phenylboronic acid, 1.89 g of sodium carbonate, 0.10 g of bis(triphenylphosphine)palladium chloride(II) (abbreviation: Pd(PPh3)2Cl2), 20 mL of water and 201 mL of acetonitrile were placed in an eggplant type flask equipped with a reflux tube, and the interior of the flask was replaced with argon gas. The reaction vessel was irradiated with microwaves (2.45 GHz, 100 W) for 60 minutes to heat. Then, the obtained residue was filtered with water and washed with hexane. With hexane: The obtained solid was purified by flash column chromatography of ethyl acetate = 2:1 to eluent solvent to give the desired pyrimidine derivative Hpbf pm (white powder, yield 45%). Further, microwaves were irradiated using a microwave synthesizer (manufactured by CEM Corporation, Discover).

The synthetic route of 39876-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Co., Ltd. Semiconductor Energies Institute; Jing Shangyingzi; Shan Kouzhiye; Lai Weiguangmei; Lai Weizheshi; (69 pag.)CN103450279; (2018); B;,
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Pyrimidine – Wikipedia

Application of 941685-26-3, 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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

To the quenched reaction mixture, which contains crude 4-chloro-7-[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine (15, 18.63 g, 65.64 mmol) from previous reaction as described above, was added 1,2-dimethoxyethane (DME, 38 mL), powder potassium carbonate (K2CO3, 23.56 g, 170.5 mmol, 2.6 equiv), 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (3, 18.60 g, 69.89 mmol, 1.06 equiv) at room temperature. The resulting mixture was degassed four times backfilling with nitrogen gas each time before being treated with tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4, 244.2 mg, 0.21 mmol, 0.003 equiv) at room temperature. The resulting reaction mixture was degassed four times backfilling with nitrogen gas each time before being warmed to 80 C. for 4-8 h. When TLC and HPLC showed that the reaction was deemed complete, the reaction mixture was gradually cooled to room temperature and filtered through a short bed of Celite (10 g). The Celite bed was washed with ethyl acetate (EtOAc, 20 mL). The two layers of the filtrate were separated, and the aqueous layer was extracted with ethyl acetate (EtOAc, 2¡Á30 mL). The combined organic extracts were washed with saturated aqueous NaCl solution (20 mL), dried over magnesium sulfate (MgSO4), and concentrated under reduced pressure. The residue, which contains the crude desired Suzuki coupling product (16), was then transferred to a 500 mL round bottom flask with THF (22 mL) for subsequent de-protection reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zhou, Jiacheng; Liu, Pingli; Lin, Qiyan; Metcalf, Brian W.; Meloni, David; Pan, Yongchun; Xia, Michael; Li, Mei; Yue, Tai-Yuen; Rodgers, James D.; Wang, Haisheng; US2010/190981; (2010); A1;,
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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, the common compound, a new synthetic route is introduced below. Formula: C6H4Cl2N2O2

Reference Example 48: (2-Chloro-6-morpholin-4-yl-pyrimidin-4-vImethyl)- dimethyl-amine.; To a solution of 2,6-dichloro-pyrimidine-4-carboxylic acid methyl ester (5.0 g) in anhydrous methanol (40 mL) was added morpholine (4.20 mL). The reaction mixture was stirred at room temperature for 12 hours, then poured onto ice/water and the white precipitate collected by filtration. The solid was washed with water (30 mL) and dried to give 2-chloro- 6-morpholin-4-yl-pyrimidine-4-carboxylic acid methyl ester (4.94 g).

The synthetic route of 6299-85-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125833; (2008); A1;,
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. 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, the common compound, a new synthetic route is introduced below. name: 2,4-Dichloro-6-phenylpyrimidine

To a solution of 2, 4-dichloro-6-phenylpyrimidine (1.52 g, 6.7 mmol) and (+/-) -trans-methyl 3-aminobicyclo [2.2.2] octane-2-carboxylate (1.84 g, 10.0 mmol) in N, N-dimethyl-acetamide (10 mL) was added potassium carbonate (0.92 g, 6.7 mmol) , and the mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) , and the resulting mixture was extracted with ethyl acetate (40 mL ¡Á 3) . The combined organic layers were washed with saturated brine (80 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1-10/1) to give the title compound as a white solid (1.65 g, 66%) .[0560]MS (ESI, pos. ion) m/z: 372.2 [M+H]+;[0561]1H NMR (400 MHz, CDCl3) delta (ppm) : 8.04 -7.91 (m, 2H) , 7.51 -7.41 (m, 3H) , 6.78 (s, 1H) , 5.41 (s, 1H) , 4.32 (s, 1H) , 3.73 (s, 3H) , 2.38 (d, J = 5.1 Hz, 1H) , 2.07 (s, 1H) , 1.86 (m, 1H) , 1.73 (m, 1H) , 1.70 -1.60 (m, 4H) , 1.57 (m, 2H) , 1.51 -1.41 (m, 1H) .

The synthetic route of 26032-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (0 pag.)WO2018/157830; (2018); 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. 31462-54-1, name is 2-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Iodopyrimidine

To a solution of 2-iodopyrimidine (100 mg, 0.48 mmol, 1 eq) in dioxane (2 mL) and H20 (0.4 mL) were added CS2CO3 (316 mg, 0.97 mmol, 2 eq), Pd(PPh3) (28 mg, 24.2 umol, 0.05 eq) and methyl 3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-4-((4- (trifluoromethyl)phenyl)amino)benzoate (245.4 mg, 0.58 mmol, 1.2 eq). The mixture was stirred at 90C for 16 hr. The reaction mixture was concentrated in vacuum and the residue was diluted with EA (20 mL), washed with brine (5 mL), dried over Na2S04, filtered and concentrated in vacuum. The crude product was purified by prep-HPLC to give the title compound (33 mg, 90.9 umol, 18.7% yield). Mass calcd. For CI8HI2F3N302, 359.09 m/z found 359.8 [M+H] +. 1H NMR (400 MHz, DMS0 ) d 12.68 (br s, 1H), 11.64 (s, 1H), 9.15 (d, J= 2.0 Hz, 1H), 9.01 (d, J= 5.0 Hz, 2H), 7.93 (dd, J= 2.0, 8.8 Hz, 1H), 7.70 (d, J= 8.5 Hz, 2H), 7.55 – 7.49 (m, 4H).

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, 31462-54-1, 2-Iodopyrimidine.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei, W.; LIN, Tracy, Tzu-Ling Tang; (238 pag.)WO2019/113236; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 59549-51-8, Adding some certain compound to certain chemical reactions, such as: 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine,molecular formula is C5H4BrClN2S, 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 59549-51-8.

To a stirring suspension of 5-bromo-2-chloro-4-(methylthio)pyrimidine (1.0 g, 4.18 mmol) in ethanol (6.0 mL) was added 1-methylcyclopropanamine hydrochloride (0.674 g, 6.26 mmol) and DIEA (2.188 mL, 12.53 mmol). The mixture was stirred at 90 C for 16 h. Upon completion of the reaction as indicated by LCMS and TLC the reaction mixture was concentrated and purified by silica gel chromatography using a gradient of 0% – 20% ethyl acetate in hexanes. The product fractions were combined and concentrated to afford 5-bromo-N-(l-methylcyclopropyl)-4- (methylthio)pyrimidin-2-amine (0.665g, 58%> yield) as a white solid. MS (ESI) m/z 276.2[M+l]+.

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. 59549-51-8, 5-Bromo-2-chloro-4-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-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, Safety of 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Safety of 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine

Dry DMFWas added K2CO3 to a solution of 4-iodo-7h-pyrrolo [2,3-d] pyrimidine (4) and the mixture was stirred at room temperature for 30 minutes. After 30 minutes, 2- (trimethylsilyl) ethoxymethyl chloride was added dropwise to the solution,The reaction was stirred for 6 hours. For quenching, a saturated aqueous NH4Cl solution was added to the solution. The mixture was poured into ethyl acetate and extracted twice with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (hexane / ethyl acetate) to give the desired compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Gwangju Institute of Science and Technology; INDUSTRY-ACADEMIC COOPERATION FOUNDATION GYEONGSANG NATIONAL UNIVERSITY; Kim, Yong-Chul; Han, Son-Young; Ko, Hyo-Jin; Lee, Son-Mi; (28 pag.)KR2016/124034; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-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, Formula: C11H15ClN2O, blongs to pyrimidines compound. Formula: C11H15ClN2O

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 ¡ãC for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63234-80-0, 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia