Day: December 3, 2020

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 289042-12-2 as follows., 289042-12-2

(2) Preparation of sodium (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl) amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxy-hept-6-enoate (compound IV) To a 5 L four-necked flask, 2 L (10 mL/g) of acetonitrile and 200 g (1 mol) of tert-butyl 6-[(1E)-2-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methanesulfonyl)amino]-5-pyrimidinyl]vinyl]-2,2-dimethyl-1,3-dioxane-4-acetate (compound III) were added, and stirred to homogeneity, followed by adding 14.8 g (0.02 mol, calculated from titrated content) of an aqueous solution of hydrochloric acid having a mass percentage concentration of 0.06%. The system was warmed up to 35 C. and stirred at the same temperature for 5 hours until compound III was completely consumed. To the reaction system was added dropwise 32.5 g (1.1 mol) of an aqueous solution of sodium hydroxide having a mass percentage concentration of 4%, and stirred at 20 C. for 7 hours until the dihydroxy ester intermediate produced in the first phase was completely consumed. The system was concentrated to remove acetonitrile, followed by adding 2 L (10 mL/g) of purified water, and stirred to clearness. The system was extracted three times with 400 mL (2 mL/g) of methyl tert-butyl ether. The aqueous phase was further concentrated until no organic solvent was left, to give the an aqueous solution of the product, sodium (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxy-hept-6-enoate (compound IV), with a purity of >98% and a yield of 97%.

The chemical industry reduces the impact on the environment during synthesis 289042-12-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Asymchem Laboratories (Tianjin) Co., Ltd.; Asymchem Life Science (Tianjin) Co., Ltd.; Tianjin Asymchem Pharmaceutical Co., Ltd.; Asymchem Laboratories (Fuxin) Co., Ltd.; Jilin Asymchem Laboratories Co., Ltd.; HONG, Hao; GAGE, James; LI, Jiuyuan; SHEN, Litao; ZHANG, Lei; DONG, Changming; (12 pag.)US2017/22169; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, the common compound, a new synthetic route is introduced below.

EXAMPLE C Preparation of 2,4,5-Trichloropyrimidine By using a procedure similar to the above the titled compound was prepared from 5-chlorouracil and phosphorous oxychloride in 76% yield, bp 50/1 mm. Anal. calcd for C4 HCl3 N2 C, 25.97, H, 0.58, N, 15.4 Found C, 26.15, H, 0.54, N, 15.3

Statistics shows that 1820-81-1 is playing an increasingly important role. we look forward to future research findings about 5-Chlorouracil.

Reference:
Patent; PCR, Incorporated; US4299961; (1981); A;,
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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. 672-41-3

A solution of 6-(trifluoromethyl)pyrimidin-4-amine (0.143 g, 0.877 mmol) and 2-bromo-1-[2- ethylsulfonyl-4-[3-(trifluoromethyl)pyrazol-1-yl]phenyl]ethanone (0.34 g, 0.80 mmol) in acetonitrile (7 ml) in a Supeico microwave vial, was stirred for 1 hr at 150C. LC-MS showed the desired product and starting material. The reaction was thus stirred 1 hour more at 150C after which LCMS showed more product, less starting material. After a further 1 hour at 150C the reaction mixture was diluted with ethyl acetate, dried over Na2 S04, filtered and concentrated in vacuo. The crude product was purified by Combi flash chromatography with a column of 12 g and a gradient cyclohexane 0-60% ethyl acetate, to give the title compound as a beige solid. LCMS (method 1 ); Rt= 1.05 min, [M+H] 425/427. H NMR (400 MHz, CHLOROFORM-c/) delta ppm 1.26 (t, J=7.34 Hz, 3 H); 3.37 (q, J=7.34 Hz, 2 H); 6.84 (d, J=2.57 Hz, 1 H); 7.96 (d, J=8.44 Hz, 1 H); 7.98 (s, 1 H); 8.16 (d, J=1 .83 Hz, 1 H) 8.24 (dd, J=8.44, 2.20 Hz, 1 H) 8.33 (s, 1 H) 8.52 (d, J=2.57 Hz, 1 H) 9.19 (s, 1 H)

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, 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2380-63-4, Adding a certain compound to certain chemical reactions, such as: 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-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, 2380-63-4, blongs to pyrimidines compound.

Example 2: Preparation of 3-bromo-lH-pyrazolor3.4-dlpyrimidin-4-amine (Formula III, when X is bromine) A mixture of lH-pyrazolo[3,4-d]pyrimidin-4-amine (Formula II, 25 g), N- bromosuccinimide (36.2 g), and dimethylformamide (150 mL) was stirred at 60C for 4 hours. The reaction mixture was gradually cooled to room temperature, and then filtered. The filtrate was poured into deionized water (750 mL), and then the mixture was stirred at room temperature for 30 minutes. The solid obtained was filtered, then washed with water (50 mL). The resulting solid was dried at 60C under vacuum for 10 hours to 12 hours to obtain the title compound. Yield: 27.9 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2380-63-4, its application will become more common.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; SHARMA, Kapil; THANKI, Bhavin Prabhudas; KHANNA, Mahavir, Singh; PRASAD, Mohan; (23 pag.)WO2016/151438; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia