Category: pyrimidines

Adding a certain compound to certain chemical reactions, such as: 206564-00-3, 4-(2-Furyl)pyrimidin-2-amine, 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, 206564-00-3, blongs to pyrimidines compound. COA of Formula: C8H7N3O

General procedure: The mixture of 8 (1.0 equiv) and 2-amino-pyrimidine derivatives 4-6 (1.0 equiv) in toluene was heated to reflux. Along with the azeotrope of ethanol and toluene was distilled out of the reaction system continuously, a small amount of fresh toluene was added if necessary. Heating was stopped until the complete consumption of 8 which was indicated by TLC. After the reaction mixture was cooled to room temperature, the forming precipitate was collected by suction filtration and washed with small amounts of toluene and ethyl acetate to afford desired compounds 9-11. They could be further purified on silica gel column chromatography (eluted by acetone with petroleum ether).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,206564-00-3, its application will become more common.

Reference:
Article; Chen, Wei; Li, Yuxin; Zhou, Yunyun; Ma, Yi; Li, Zhengming; Chinese Chemical Letters; vol. 30; 12; (2019); p. 2160 – 2162;,
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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. 675-11-6, name is 4,6-Difluoropyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Computed Properties of C4H3F2N3

EXAMPLE 3 Preparation of 2-amino-4-fluoro-6-propyloxypyrimidine (Variant A) STR11 29 4 g (0.3 mol) of potassium propylate were reacted as in Example 1 with 39.3 g (0.3 mol) of 2-amino-4,6-difluoropyrimidine in a total of 400 ml of n-propanol. The solvent was removed from the reaction mixture under reduced pressure, and the residue was washed with petroleum ether. It was subsequently stirred in water, filtered off, washed and dried, resulting in 36.1 g (70% of theory) of the title compound of melting point 63-66 C.

The synthetic route of 675-11-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US5011927; (1991); A;,
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Adding a certain compound to certain chemical reactions, such as: 13053-88-8, N-(Pyrimidin-2-yl)acetamide, 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, COA of Formula: C6H7N3O, blongs to pyrimidines compound. COA of Formula: C6H7N3O

A solution of 2-ampy (0.15 g, 1.59 mmol) in ethanol (10 cm3)was added to a solution of Na2PdCl4 (0.234 g, 0.796 mmol) inmethanol (10 cm3). The mixture was stirred at room temperaturefor 2 h. The yellow solid thus formed was filtered off, washed withmethanol and dried under vacuum 3: Yellow solid, 95%. Anal. Calc. for C12H14N6O2PdCl2: C, 31.9; H,3.1; N, 18.6. Found: C, 32.0; H, 3.4; N, 18.3%. IR: 3267m, 3227m,3078m, 2925m, 1693s, 1517m, 516m, 355m cm1. 1H NMR(DMSO-d6): d 10.55 (s, 2H, NH), 8.63 (d, 1H, pym-H), 7.15 (t, 1H,pym-H), 2.16 (s, 2H, CH3) ppm, 3J(HH) = 4.8 Hz. Melting point:234-236 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13053-88-8, N-(Pyrimidin-2-yl)acetamide, and friends who are interested can also refer to it.

Reference:
Article; Al-Jibori, Subhi A.; Al-Jibori, Qusay K.A.; Schmidt, Harry; Merzweiler, Kurt; Wagner, Christoph; Hogarth, Graeme; Inorganica Chimica Acta; vol. 402; (2013); p. 69 – 74;,
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Related Products of 19752-61-5, 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. 19752-61-5, name is 5-Bromo-2,4-di-tert-butoxypyrimidine, molecular formula is C12H19BrN2O2, 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.

i 5-[2,8-Dimethyl-5H-dibenzo[a,d]cyclohepten-5-yl]-2,4(1H,3H)-pyrimidinedione n-Butyllithium (5.6 ml of a 2.5M solution in hexanes) was added dropwise to a solution of 5-bromo-2,4-bis(1,1,-dimethylethoxy)pyrimidine (example 1 step (i)) (3.85 g) in tetrahydrofuran (30 ml) at -78 C. The solution was stirred for 30 minutes and a solution of 10,11-dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-one (European Patent, 1993, 0 589 322 A1) (3.0 g) in tetrahydrofuran (20 ml) was added. The mixture was stirred at -78 C. for 45 minutes and room temperature for 15 minutes and then partitioned between brine and ethyl acetate. The organic phase was dried (MgSO4) and evaporated. The residue was dissolved in glacial acetic acid (100 ml) and heated at 120 C. for 30 minutes. The solvent was evaporated and the residue azeotroped with toluene and triturated with diethyl ether to give a solid. Yield 4.03 g. MS: APCI(+ve): 331 (M+1,100%)

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 19752-61-5, 5-Bromo-2,4-di-tert-butoxypyrimidine.

Reference:
Patent; AstraZeneca U.K. Limited; US6162808; (2000); A;,
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Application of 69785-94-0, 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. 69785-94-0, name is 5-Aminopyrimidin-4(3H)-one, molecular formula is C4H5N3O, 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.

A mixture of 5-aminopyrimidin-4-ol (300 mg, 2.70 mmol), 2-bromopyridine (640 mg, 4.05 mmol), N1,N2-dimethylethane-1,2-diamine (0.115 mL, 1.080 mmol), copper (I)15 iodide (103 mg, 0.540 mmol), and potassium carbonate (746 mg, 5.40 mmol) in 1,4- dioxane (12 mL) in a pressure tube was heated at 110 C for 16 h. The reaction mixture was diluted with ethyl acetate (30 mL) and filtered through Celite. The filtrate was concentrated under vacuum. The residue was subjected to ISCO (80 g silica gel, solid loading, 2-7% MeOH/CH2C12) to provide the desire product, 5-amino-3-(pyridin-2-20 yl)pyrimidin-4(3H)-one (0.3 80 g, 2.0 19 mmol, 74.8 % yield), as a white solid.

According to the analysis of related databases, 69785-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
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Electric Literature of 1235451-38-3 ,Some common heterocyclic compound, 1235451-38-3, molecular formula is C10H14BrN3O2, 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.

To a solution of compound 233-S3 (1.2 equiv) in 1,4- dioxane (10 vol) at 0 C under nitrogen atmosphere was added tert-butyl ((5-bromopyrimidin-2- yl)methyl)carbamate (1 equiv), potassium acetate (3 equiv) and PdCI2(dppf) (0.1 equiv). Thereaction mixture was stirred at 90 0C for 12 hours and concentrated. The residue was purified by column chromatography on silica gel using hexane/EtOAc to afford compound 233-S4.

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. 1235451-38-3, tert-Butyl ((5-bromopyrimidin-2-yl)methyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
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Related Products of 55405-67-9 ,Some common heterocyclic compound, 55405-67-9, molecular formula is C6H4BrN3, 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.

Water (160 mL) was added dropwise at room temperature to a mixture of 4-ethoxycarbonylphenylboronic acid (50 g, 0.26 mol), 3-bromopyrazolo[1,5-a]pyrimidine (56.25 g, 0.28 mol), Pd(ddpf)Cl2.CH2Cl2 (4.25 g, 5.21 mmol), and Cs2CO3 (169.42 g, 0.52 mol) in 1,4-dioxane (1 L). The reaction mixture was then heated 85 C. for 4 h. The reaction mixture was cooled, poured into water and extracted with EtOAc (2×300 mL). The combined organic layers were dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with a gradient of petroleum ether: EtOAc (100:10 to 3:1) to deliver the title compound (64 g, 93%) as a yellow solid. [0400] 1H NMR (400 MHz, CDCl3) delta 8.73 (d, 1H), 8.63 (d, 1H), 8.52 (s, 1H), 8.20-8.09 (m, 4H), 6.92 (dd, 1H), 4.41 (q, 2H), 1.43 (t, 3H).

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. 55405-67-9, 3-Bromopyrazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; Darout, Etzer; Dullea, Robert; Hawkins, Julie Jia Li; Londregan, Allyn T.; Loria, Paula M.; Maguire, Bruce; McClure, Kim F.; Petersen, Donna N.; Piotrowski, David W.; US2014/315928; (2014); A1;,
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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. 34415-10-6, name is 2-Methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid, 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. COA of Formula: C6H6N2O3

Step 1: 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride 2.00 g (13.0 mmol) 6-hydroxy-2-methylpyrimidine-4-carboxylic acid were refluxed for 2 h with 11.9 mL (130 mmol) phosphorus oxychloride. After cooling to RT, 2.70 g (13.0 mmol) phosphorus-(V)-chloride were added and the mixture was boiled for 2 h. The reaction mixture was cooled to RT, evaporated to dryness i. vac. and coevaporated twice with toluene. The residue was triturated several times with DCM and the excess DCM was decanted off. The combined DCM phases were evaporated down and the residue was reacted further as the crude product. Yield: 2.48 g (quantitative)

With the rapid development of chemical substances, we look forward to future research findings about 34415-10-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
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Related Products of 55405-67-9, 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 55405-67-9, name is 3-Bromopyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 107 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyrimidine A mixture of 3-bromopyrazolo[1,5-a]pyrimidine (1.00 g, 5.1 mmol), potassium acetate (1.78 g, 18.1 mmol) and bis(pinacolato)diboron (5.77 g, 22.7 mmol) in 1,4-dioxane (20 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and bis(triphenylphosphine)palladium(II) dichloride (0.180 g, 0.26 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was stirred with n-pentane (15 mL) at -40 C for 30 minutes. The solid was filtered, washed with cold pentane and dried in vacuo to give the title compound (1.66 g, >100%) as a solid which was used without further purification. LRMS (m/z): 246 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm 1.26 (s, 12H), 6.89 (dd, 1H), 8.44 (s, 1H), 8.63 – 8.83 (m, 2H).

According to the analysis of related databases, 55405-67-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
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Application of 85386-20-5, 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.85386-20-5, name is 5-Phenylpyrimidine-2-carboxylic acid, molecular formula is C11H8N2O2, molecular weight is 200.19, as common compound, the synthetic route is as follows.

To a solution of the compound as obtained in Referential Example 3 (10.2 g) in tetrahydrofuran (150 ml), 20% palladium hydroxide-on-carbon (4.19 g) was added in nitrogen atmosphere, followed by an overnight’s stirring in hydrogen atmosphere of one atmospheric pressure. The reaction system was nitrogen-exchanged to suspend the reaction, and the reaction liquid was filtered with Celite. The filtrate was concentrated under reduced pressure. To a solution of the residue in dimethylformamide (70 ml), phenylpyrimidinecarboxylic acid (5.97 g) as obtained in Referential Example 10 and triethylamine (8.3 ml) were added at 0C, followed by further dropwise addition of a solution of 2-chloro-1,3-dimethylimidazolium chloride (6.55 g) in dimethylformamide (30 ml) and subsequent an hour’s stirring. After addition of aqueous sodium hydrogencarbonate solution to the reaction liquid and dilution with water, the formed solid was recovered by filtration. The solid was subjected to silica gel column chromatography (chloroform: methanol = 95:5) and recrystallized from ethyl acetate, to provide the title compound (7.65 g) as yellow crystals. 1H-NMR(400MHz,d6-DMSO,deltappm):1.05-1.08(6H,m), 2.05-2.25(2H,m), 2.78(3/2H,s), 2.96(3/2H,s), 2.82-3.10(1H,m), 3.35-3.55(2H,m), 3.65-3.87(2H,m), 4.78-4.89(1/2H,m), 5.13-5.25(1/2H,m), 6.88-6.93(1H,m), 7.51-7.60(4H,m), 7.90-7.92(3H,m), 8.01(1H,d,J=8.8Hz), 8.36(1H,d,J=2.4Hz), 9.34(2H,s), 10.85(1H,s). ESI-MS Found:m/z 496[M+H]+

The chemical industry reduces the impact on the environment during synthesis 85386-20-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1630162; (2006); A1;,
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