Tag: M.W=300-400

Synthetic Route of 1254710-16-1, 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. 1254710-16-1, name is 8-Bromo-7-chloro-2-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 5a (0.16 g, 0.5 mmol), the appropriate amine (1.5mmol, 3.0 equiv), and Et3N (0.51 g, 5 mmol) in anhydrous MeOH(15 mL) was stirred under reflux for 24 h until full consumption ofthe substrates. The progress of the reaction was monitored by TLC(eluent: PE-EtOAc, 3:1). Then, the mixture was concentrated underreduced pressure. The residue was directly subjected to columnchromatography on silica gel using PE-EtOAc (8:1) as the eluent toafford, respectively, the desired 7,8-bis(amino)-substituted[1,2,4]triazolo[1,5-c]pyrimidines 6g and 6h.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1254710-16-1, 8-Bromo-7-chloro-2-phenyl-[1,2,4]triazolo[1,5-c]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Caifei; Wang, Chao; Li, Zhiming; Wang, Quanrui; Synthesis; vol. 46; 20; (2014); p. 2734 – 2746;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147539-23-9, 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.147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, molecular formula is C13H18ClN5O4, molecular weight is 343.77, as common compound, the synthetic route is as follows.

PREPARATION 28 1-[1,1-Dimethylethoxycarbonyl]-4-[5-amino-6-pyrimidinyl]piperazine A mixture of 1-[1,1-dimethylethoxycarbonyl]-4-[4-chloro-5-nitro-6-pyrimidyl]piperazine (PREPARATION 23, 0.56 g) and triethylamine (0.3 ml) and palladium on carbon (5%, 0.13 g) in ethanol (100 ml) is charged with hydrogen gas (30 psi). After the theoretical amount of hydrogen gas is consumed, the catalyst is removed under reduced pressure. The filtrate is concentrated under reduced pressure to a foam which is diluted with an aqueous saturated solution of potassium carbonate and dichloromethane. The phases are separated and the organic phase is dried over sodium sulfate and concentrated to give to give the title compound, NMR (CDCl3) 1.49, 3.49, 3.29, 3.56, 7.98, and 8.39 delta.

Statistics shows that 147539-23-9 is playing an increasingly important role. we look forward to future research findings about 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine.

Reference:
Patent; The Upjohn Company; US5489593; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 830346-47-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 830346-47-9 as follows.

Bromine (3.2 g) was added to a solution of 1-(2-fluoro-6-(trifluoromethyl)benzyl)- 6-methylpyrimidine-2,4(1H,3H)-dione (6.0 g, 0.019 mmol) in acetic acid and stirred for 3 h at ambient temperature. Residue obtained was filtered and filtrate was diluted with ethyl acetate. The ethyl acetate layer was washed with sat. NaHCO3 solution. Organic layer was separated, washed with Na2S2O3 solution and then concentrated to give titled solid material (6.6 g, 87 percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,830346-47-9, its application will become more common.

Reference:
Patent; LUPIN LIMITED; SULAKE, Rohidas, Shivaji; SHINDE, Sagar, Raosaheb; SIYAN, Rajinder, Singh; BHISE, Nandu, Baban; SINGH, Girij, Pal; (22 pag.)WO2018/198086; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 213745-17-6, name is 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

1 C. 4-Chloro-7-cvclopentyl-7H-pyrrolof2, 3-dl vrimidine-5-carboxvlic acid; Starting material (1B, 10 g, 29 mmole) was taken in 500 mL DMF and 100 mL H20 together with palladium acetate (0.32 g, 1.4 mmole). The reaction mixture was stirred in a pressure reactor at 50 C under 100 psi carbon monoxide for 6.5 h and room temperature for 16 h. The reaction mixture was then concentrated and residue triturated with 100 mL of 1: 1 EtOAc/Ch2CI2 followed by 50 mL CH2CI2. The solid was collected after filtration and dried over P205 to furnish 21 g of an off-white solid. This solid was then triturated with a mixture of formic acid/H20 (21 mU5 mL). The solid collected after filtration and drying over P205 furnished 6.5 g of 1 C (m/z 265.1, retention time 2.5 min. with HPLC method 1).

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, 213745-17-6, 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/47289; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 830346-47-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 830346-47-9 as follows.

Bromine (16.5 mL, 0.32 mmol) was added to 1- [2-FLUORO-6- (trifluoromethyl) benzyl]-6-methylpyrimidine-2, 4 (1H, 3H)-dione lc (48.5 g, 0.16 mol) in 145 mL of acetic acid. The resulting mixture became clear then formed precipitate within an hour. After 2 hours stirring, the yellow solid was filtered and washed with cold EtOAc to an almost white solid. The filtrate was washed with sat. NAHC03 and dried over NA2S04. Evaporation gave a yellow solid which was washed with ETOAC to give a light yellow solid. The two solids were combined to give 59.4 g of LD (0.156 mol) total NMR (CDC13) 8 2.4 (s, 3H), 5.48 (s, 2H), 7.25-7. 58 (M, 3H), 8.61 (s, 1H) ; MS (CI) m/z 380.9 (MH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,830346-47-9, its application will become more common.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/7165; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.147539-23-9, name is 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, molecular formula is C13H18ClN5O4, molecular weight is 343.77, as common compound, the synthetic route is as follows.category: pyrimidines

PREPARATION 10 1-[1,1-Dimethylethoxycarbonyl]-4-[5-amino-6-pyrimidinyl]piperazine A mixture of 1-[1,1-dimethylethoxycarbonyl]-4-[4-chloro-5-nitro-6-pyrimidyl]piperazine and triethylamine (0.3 ml) and palladium on carbon (5%, 0.13 g) in ethanol (100 ml) is charged with hydrogen gas (30 psi). After the theoretical amount of hydrogen gas is consumed, the catalyst is removed under reduced pressure. The filtrate is concentrated under reduced pressure to a foam which is diluted with an aqueous saturated solution of potassium carbonate and dichloromethane. The phases are separated and the organic phase is dried over sodium sulfate and concentrated to give to give the title compound, NMR (CDCl3) 1.49, 3.49, 3.29, 3.56, 7.98, and 8.39 delta.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147539-23-9, 1-Boc-4-(6-Chloro-5-nitro-4-pyrimidinyl)piperazine, and friends who are interested can also refer to it.

Reference:
Patent; The Upjohn Company; US5599930; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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

Electric Literature of 259809-79-5, 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. 259809-79-5, name is tert-Butyl 7,8-dihydro-2-(methylsulfonyl)pyrido[4,3-d]pyrimidine-6(5H)-carboxylate, molecular formula is C13H19N3O4S, 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.

[0164] Tert-butyl 2-(methylsulfonyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)- carboxylate (1 g, 3.195 mmol) was dissolved in was dissolved in 10 mL of ethanol followed by addition of cyclopropylamine (300mg, 5.263mmol). The mixture was stirred at 80 °C for 12 hours. The solvent was removed by vacuum, and the residue was purified by column chromatography (petroleum ethenEtOAc = 4:1) to give a white solid (460 mg, 50.4percent).

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 259809-79-5, tert-Butyl 7,8-dihydro-2-(methylsulfonyl)pyrido[4,3-d]pyrimidine-6(5H)-carboxylate.

Reference:
Patent; ZHANG, Xiaohu; WO2014/113191; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 946161-16-6 ,Some common heterocyclic compound, 946161-16-6, molecular formula is C12H17ClN4O4, 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 3 (7R)-2-Chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one; Methyl (2R)-2-[(2-chloro-5-nitro-pyrimidin-4-yl)-isopropyl-amino]butanoate 22b (7.30 g, 23 mmol) was dissolved in 100 mL acetic acid followed by the addition of 5 g Raney nickel, repeated filled with hydrogen for three times. The reaction mixture was heated to 75C, stirred for 2 hours and filtered. The filtrate was concentrated under reduced pressure, added with 30 mL of ice water resulting in the formation of precipitate. The precipitate was filtered the filter cake was dried by heat to obtain the crude title compound (7R)-2-chloro-7-ethyl-8-isopropyl-5,7-dihydropteridin-6-one 22c (12.10 g, yield: 71.7%) as a gray solid, which was used in the next step without further furification. MS m/z (ESI): 255.1 [M+1]

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. 946161-16-6, (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; EP2481739; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 19752-61-5, Adding some certain compound to certain chemical reactions, such as: 19752-61-5, name is 5-Bromo-2,4-di-tert-butoxypyrimidine,molecular formula is C12H19BrN2O2, 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 19752-61-5.

iv 5-{5H-Dibenzo[a,d]cyclohepten-5-yl}-2,4(1H,3H)-pyrimidinedione To a solution of 5-bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine (50 g) in dry tetrahydrofuran (11) at -78 C. was added n-butyllithium (69 ml of a 2.5M solution in hexanes) dropwise. After 0.5 hours, a solution of 5H-dibenzo[a,d]cyclohepten-5-one (44 g) in tetrahydrofuran (100 ml) was added. The reaction mixture was stirred at -78 C. for three hours and then allowed to warm to room temperature overnight. Saturated aqueous ammonium chloride solution (400 ml) was added and the mixture extracted with ethyl acetate. The organic solution was dried (MgSO4) and evaporated under reduced pressure to give the crude 5-(2,4-bis(1,1-dimethylethoxy)pyrimidin-5-yl)-5H-dibenzo[a,d]cyclohepten-5-ol which was used directly.

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. 19752-61-5, 5-Bromo-2,4-di-tert-butoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Astra Pharmaceuticals Limited; US6107297; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia