Pyrimidines

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 591-55-9 as follows., 591-55-9

REFERENCE EXAMPLE 8 To 7 ml of dimethyl sulfoxide was added 0.69 g (6.15 mmol) of potassium tert-butoxide, and 468 mg (4.92 mmol) of 5-aminopyrimidine was added to the solution while cooling with water. After stirring at room temperature for 1 hour, 500 mg (2.46 mmol) of 2-bromo-5-nitropyridine was added thereto under cooling with water, followed by further stirring at room temperature for 30 minutes. The reaction solution was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with 1 N hydrochloric acid, and the washing was adjusted to pH 8.5 with a 1 N sodium hydroxide aqueous solution and again extracted with ethyl acetate. The organic layer was combined with the above obtained organic layer, washed successively with water and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel column chromatography (eluding solvent: chloroform-methanol). The resulting crude crystals were washed with ethyl ether to obtain 0.32 g (1.47 mmol) of 5-[N-(5-nitro-2-pyridyl)amino]pyrimidine. Mass Spectrum (m/z): 216 (M-H)+ NMR Spectrum (DMSO-d6, TMS internal standard) delta: 7.00 (1 H, d, J=9 Hz), 8.39 (1 H, dd, J=9 Hz, 3 Hz), 8.87 (1 H, s), 9.09 (1 H, d, J=3 Hz), 9.17 (2 H, s), 10.41 (1 H, s)

The chemical industry reduces the impact on the environment during synthesis 591-55-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5538976; (1996); A;,
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4595-59-9 ,Some common heterocyclic compound, 4595-59-9, molecular formula is C4H3BrN2, 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.

Preparation 11 A: 5-Bromo-4-cyclopropylpyrimidine [00148] To a solution of 5-bromopyrimidine (3 g, 18.87 mmol) in Et20 (120 mL) and THF (20ml) was added cyclopropylmagnesium bromide (39.6 mL, 19.81 mmol) at 0 C. The resulting white suspension was stirred at room temperature for lh and quenched with water (0.340 mL, 18.87 mmol) followed by addition of DDQ (4.28 g, 18.87 mmol) inTHF (10ml). The resulting black mixture was stirred at room temperature overnight. The reaction mixture was extracted with EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with NaOH (IN) and brine. The crude product was purified by BIOTAGE (0-15% EtOAc/hexanes, 1.2L) to afford the title compound (700 mg, 20%) as a yellow solid. XH NMR (500 MHz, chloroform-d) delta ppm 8.87 (1 hr, s), 8.66 (1 hr, s), 2.40-2.56 (1 hr, m), 1.13-1.32 (4 hr, m).

According to the analysis of related databases, 4595-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
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109-12-6, A common compound: 109-12-6, name is Pyrimidin-2-amine,molecular formula is C4H5N3, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

In a 250 ml three-neck round bottom flask, 2-aminopyrimidine (5 g),Bromoacetaldehyde diethyl acetal (20.7 g), 48percent aqueous solution of bromic acid (5 ml)Ethanol (50 ml) was added and the mixture was refluxed with stirring for 18 hours. The reaction solution was cooled to room temperature Silica gel was adsorbed. Through column separation using dichloromethane and methanol5 g of the title compound was obtained.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 109-12-6.

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
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611-08-5, Adding a certain compound to certain chemical reactions, such as: 611-08-5, 5-Nitrouracil, 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, 611-08-5, blongs to pyrimidines compound.

Example 15-aminopyrimidine-2,4(1H,3H)-dione 1 Into a 5-L 4-necked round-bottom flask were placed water (2.871 L), ammonia (116.1 mL) and 5-nitropyrimidine-2,4(1H,3H)-dione (180 g, 1.15 mol, 1.00 equiv). This was followed by the addition of Na2S2O2 (860 g, 6.06 mol, 4.30 equiv) in several batches. The pH value of the solution was adjusted to 8 with ammonia (25%). The resulting solution was stirred for 3 h (hours) at 75 C. The reaction mixture was cooled to 15 C. with an ice/water bath. The solid was collected by filtration. This resulted in 118 g (81%) of 5-aminopyrimidine-2,4(1H,3H)-dione 1 as a yellow solid (see Scheme 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,611-08-5, its application will become more common.

Reference:
Patent; Castanedo, Georgette; Chan, Bryan; Lucas, Matthew C.; Safina, Brian; Sutherlin, Daniel P.; Sweeney, Zachary; US2011/207713; (2011); A1;,
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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. 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below., 504-17-6

General procedure: Fe3O4(aT)Ph-PMO-NaHSO4 (30 mg) was added to amixture of aromatic aldehyde (1 mmol), malononitrile (1 mmol) and barbituric or thiobarbituric acid (1 mmol)in water (3 mL). Then the mixture was heated at 80 Cin appropriate times and the progress of the reaction wasindicated by TLC (n-hexane:ethyl acetate; 3:7). With completingthe reaction, 3 ml ethanol was poured and the magneticnanocomposite was separated in the presence of amagnetic stirring bar; the reaction mixture became clearand the crude product was recrystallized from ethanol togive the pure product. The pure products were characterizedby conventional spectroscopic methods. Physical andspectral data for selected compound are represented below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Nanoscience and Nanotechnology; vol. 19; 6; (2019); p. 3447 – 3458;,
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2380-63-4, 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 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

1 H-Pyrazolo[3,4-d]pyrimidin-4-amine (20. Og, 148.01 mmol) and /V-iodosuccinimide (60.61 g, 222.01 mmol) were combined in DMF (200mL) and the mixture heated to 80C, under nitrogen, overnight. The bulk of the solvent was removed under reduced pressure and the residue was allowed to cool and stand for a couple of hours. The resultant material was stirred in warm water (250 ml), filtered off and washed with methanol (3 x 150 ml) to give 3-iodo-1 /-/-pyrazolo[3,4-c ]pyrimidin-4-amine (20.92g, 80.147mmol, 54.1 % yield) LCMS (ES+, short acidic): ~0.35-0.65 min, m/z 262 [M+H]+ NMR (d6 DMSO): 13.8 (s, 1 H), 8.21 (s, 1 H), 7.20 (bs, 2H).

Statistics shows that 2380-63-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; MORRISON, Angus; CARSWELL, Emma; ELUSTONDO, Fred; WALKER, Rolf; GUISOT, Nicolas; LUCAS, Catherine; WO2014/188173; (2014); A1;,
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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. 53112-28-0, name is 4,6-Dimethyl-N-phenyl-2-pyrimidinamine, the common compound, a new synthetic route is introduced below. 53112-28-0

EXAMPLE 5 Preparation of 4,6-dimethyl-2-(N-nitrosoanilino)pyrimidine (Compound 8) To a solution of 2.0 g of 2-anilino-4,6-dimethylpyrimidine in 15 ml of acetic acid was added dropwise a solution of 1.4 g of sodium nitrite in 10 ml of water. After 30 minute’s stirring, 50 ml of water was added to the mixture. The resulting crystals were collected by filtration and dried. Recrystallization from ethanol afforded 1.7 g (yield: 74%) of 4,6-dimethyl-2-(N-nitrosoanilino)pyrimidine having a melting point of 117 – 121 C.

Statistics shows that 53112-28-0 is playing an increasingly important role. we look forward to future research findings about 4,6-Dimethyl-N-phenyl-2-pyrimidinamine.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP270111; (1991); B1;,
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213265-83-9, 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. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

A mixture of 4,6-dichloro-5-fluoro-pyrimidine (1.67 g, 10.0 mmol), ?-butanol (6 mL) and 28% ammonium hydroxide (12 mL) in a sealed tube was heated at 90 C for 2 hours. The precipitated white crystals were collected by filtration to give the desired compound (1.31 g, 89% yield). LCMS (ESI) m/z: 147.9 [M+H+].

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. 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
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Pyrimidine – Wikipedia

7226-23-5, 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. 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

EXAMPLE 4 3-Cyclopentyl-2-[4-(3-hydroxy-3-methyl-pent-1-ynyl)-phenyl]-N-thiazol-2-yl-propionamide A solution of diisopropylamine (11.2 mL, 80.13 mmol) in tetrahydrofuran (120 mL) cooled to -78 C. was treated with a 2.5M solution of n-butyllithium in hexanes (32 mL, 80.13 mmol). This solution was stirred at -78 C. for 30 min and then treated with a solution of (4-iodo-phenyl)-acetic acid (9.67 g, 36.9 mmol) in tetrahydrofuran (88 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (29 mL). The reaction mixture was allowed to stir at -78 C. for 1 h. At this time, the reaction was treated with iodomethylcyclopentane (8.53 g, 40.6 mmol). The reaction mixture was allowed to slowly warm to 25 C. where it was stirred at 25 C. for 18 h. At this time, the reaction mixture was quenched with water (5 mL) and then concentrated in vacuo. The residue was diluted with water (800 mL) and was acidified to pH=2 with concentrated hydrochloric acid. This solution was extracted with ethyl acetate (2*800 mL). The combined organic extracts were washed with water (1*600 mL) and a saturated aqueous sodium chloride solution (1*600 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-iodo-phenyl)-propionic acid (7.34 g, 57.8%) as a white solid: mp 105-107 C.; EI-HRMS m/e calcd for C14H17IO2 (M+) 344.0273, found 344.0275.

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. 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mahaney, Paige E.; US2001/53851; (2001); A1;,
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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.1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, molecular weight is 125.13, as common compound, the synthetic route is as follows.1004-38-2

A mixture of ethyl alpha-(3,4-dimethoxybenzyl)acetoacetate (42 g) and 2,4,6-triaminopyrimidine (21 g) in diphenyl ether (120 ml) was heated at 190-230 C. for 2 hours during which time the ethanol and water formed were azeotropically removed. The reaction was cooled, and methanol (250 ml) and ethanol (50 ml) were added. The resulting solid was collected by filtration and treated with boiling water (1) to give 2,4-diamino-5-methyl-6-(3,4-dimethoxybenzyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine (26 g), m.p. 346-348 C.

Statistics shows that 1004-38-2 is playing an increasingly important role. we look forward to future research findings about 2,4,6-Triaminopyrimidine.

Reference:
Patent; Burroughs Wellcome Co.; US4512992; (1985); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia