Pyrimidines

Related Products of 289042-12-2, 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.289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, molecular formula is C29H40FN3O6S, molecular weight is 577.71, as common compound, the synthetic route is as follows.

To a solution of acetonide protected tert-butyl ester of rosuvastatin (II) (25 g) a dilute solution of TFA in water (2.5 g in 25 mL water) was added at 30-40 C. The reaction was stirred for 30 minutes to 1 hour and then water (25 mL) was added to it. The reaction mixture was again stirred for 3-4 hours at the same temperature. Then an aqueous solution of sodium hydroxide (3.46 g in 100 mL water) was added and the reaction mixture was stirred for 1 hour. The reaction mixture was further diluted with water (200 mL) and washed with toluene (2 x 250 mL) and MTBE (125 mL). MTBE (250 mL) was further added to the aqueous layer. Then sodium chloride (6.25 g) was added to the reaction mixture. An aqueous solution of sodium bisulphate (15 g in 100 mL of water) was added to the reaction mass and the pH was adjusted to 2.4. The organic layer was separated. The aqueous layer was again extracted with MTBE (200 mL) and the combined organic layer was washed with sodium chloride solution (125 mL). A solution of tert-butyl amine (7.91 g) in MTBE (250 mL) was added to the reaction mixture and stirred for 2-6 hours. The reaction mixture was cooled to 15-20 C and stirred at this temperature for 1 hour. The precipitated solid was isolated and dried. The solid was suspended in a mixture of acetonitrile (62.5 mL) and IPA (62.5 mL) and heated to a temperature of 50-55 C for 1-3 hours. The reaction mixture was then cooled to 25-35 C and stirred at this temperature for 2-6 hours. The reaction mixture was further cooled to 10-15 C and stirred for 1 hour. The precipitated solid was filtered, washed with a mixture of acetonitrile and IPA and dried to provide the title compound.Yield: 20.5 g (86 %)Purity by HPLC: 99.82 %

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; DR. REDDY’S LABORATORIES LIMITED; DAHANUKAR, Vilas Hareshwar; AMBHAIKAR, Narendra Bhalchandra; VADALI, Ravi kumar; MERUVA, Suresh babu; MANIKONDA, Swapna; KAMARAJU, Raghavendra Rao; TIMMANNA, Upadhya; MOHAMMED, Aaseef; PULIPATI, Ranga Prasad; MOHAMMED, Yakub Iqbal; WO2012/172564; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 926663-00-5, Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate, 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, SDS of cas: 926663-00-5, blongs to pyrimidines compound. SDS of cas: 926663-00-5

POCl3 (30 mL, 322 mmol) was added to 30 (5.54 g,26.7 mmol) and the mixture was stirred at 100C for 16 h.After POCl3 was removed under reduced pressure, the residuewas partitioned between EtOAc and NaHCO3 aqueous solution. The phases were separated and the aqueous phase was extracted with EtOAc. The combined organic phases werewashed with water and saturated aqueous NaCl, dried overanhydrous Na2SO4 and concentrated in vacuo. The residuewas purified by column chromatography (silica gel, hexane-ethyl acetate, 19 : 1 to 1 : 1) to afford 36 (3.69 g, 16.3 mmol,61%) as a white solid. MS (ESI/APCI) m/z 226.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,926663-00-5, Ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Mikami, Satoshi; Kawasaki, Masanori; Ikeda, Shuhei; Negoro, Nobuyuki; Nakamura, Shinji; Nomura, Izumi; Ashizawa, Tomoko; Kokubo, Hironori; Hoffman, Isaac Dylan; Zou, Hua; Oki, Hideyuki; Uchiyama, Noriko; Hiura, Yuuto; Miyamoto, Maki; Itou, Yuuki; Nakashima, Masato; Iwashita, Hiroki; Taniguchi, Takahiko; Chemical and Pharmaceutical Bulletin; vol. 65; 11; (2017); p. 1058 – 1077;,
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Application of 1421372-94-2 ,Some common heterocyclic compound, 1421372-94-2, molecular formula is C20H16FN5O3, 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 N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(l- methyl-1 H-indol-3 -yl)pyrimidin-2-amine (200 mg, 0.508 mmol) and diisopropylethylamine (0.328 mg, 2.54 mmol) in dimethyl sulfoxide (4 mL) was added 3-((dimethylamino)methyl)- N-methylbicyclo[l . l. l]pentan-l-amine (117 mg, 0.762 mmol). The mixture was heated at 100 “C for 24 h. The mixture was cooled to RT and diluted with dichloromethane and water. The organic layer was separated, dried over Na2S04 and concentrated in vacuo. The crude product was purified by HPLC (10:90 to 80:20 0.1% HC02H (aq):MeCN) to afford Nl-(3- ((dimethylamino)methyl)bicyclo[ 1.1.1 Jpentan- 1 -yl)-5-methoxy-Nl -methyl-N4-(4-(l -methyl- lH-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-l,4-diamine (140 mg, 52%). LC/MS (ESI) m/z 528.6 [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. 1421372-94-2, N-(4-Fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KALYRA PHARMACEUTICALS, INC.; BUNKER, Kevin, Duane; HUANG, Peter, Qinhua; ABRAHAM, Sunny; PINCHMAN, Joseph, Robert; HOPKINS, Chad, Daniel; SLEE, Deborah, Helen; (93 pag.)WO2017/205459; (2017); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 1100318-96-4, Adding some certain compound to certain chemical reactions, such as: 1100318-96-4, name is 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4IN3, 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 1100318-96-4.

[00349] 4-lodopyrrolo[2,3-d]pyrimidine(2b, 50.3 g, 95.5% purity, 196 mmol) was dissolved/suspended in 0.64 L of anhydrous THF in a three- necked 2 L round bottom flask under nitrogen atmosphere, equipped with a mechanical stirrer and a thermometer. The solution was cooled down to -15 0C in a dry ice-acetone bath and 206 ml_ of a 1.0 M o-tolylmagnesium chloride THF solution (1.05 equiv.) was added slowly, so the internal temperature would not exceed -10 C. During the addition all of the solids dissolved. The cooling bath was removed and 104 ml_ of a 1.95 M isopropylmagnesium chloride THF solution (1.03 equiv.) was added over a period of 3 minutes. During the addition tan solids precipitate; the stirring should be vigorous to avoid clumping. The resulting solution was warmed rapidly to room temperature using warm water bath. To this suspension, 59.9 g of the nitrile sodium salt (19, 0.77 equiv.) in 120 ml_ dry THF was added and the resulting mixture was stirred at 45 C for 16 hours. The mixture was cooled down in an ice bath and 101 mL of 36% aqueous HCI was added dropwise, so the internal temperature would not exceed 30 C, while vigorously stirred. Yellow solids precipitated and the entire thick suspension was mechanically stirred for 30 minutes at 50 0C (yellow solids become orange), cooled down to room temperature and then filtered. The solids were washed with 700 mL of THF, followed by 700 mL of diethyl ether, followed by two 1 L portions of 1 M aqueous HCI. The resulting wet orange solid was taken up in a mixture of 0.9 L ethyl acetate, 0.5 L water and 50 g of sodium bicarbonate and stirred until completely dissolved. The solution was filtered through a pad of CELITE and the layers were separated. The aqueous layer was extracted with 50 mL of ethyl acetate. The combined organic layers were filtered through a pad of 200 g of silica gel, followed by washing silica with additional 0.8 L of ethyl acetate. The solution was concentrated down in vacuo to yield 56.5 g of the product as a yellow solid (contains 2 wt % of ethyl acetate, yield 74 %).

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. 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); 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. 428854-24-4, name is 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, the common compound, a new synthetic route is introduced below. Quality Control of 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine

n three flask, pyridine (5mL), was added compound 7 (350mg, 1mmol, 1.0eq), stirred for 20 minutes in an ice bath, was added methyl chloroformate (162mg, 1.5mmol, 1.5eq), continued in an ice bath the mixture was stirred for 1 hour. Warmed to room temperature and stirring was continued for 2 hours. After completion of the reaction, concentrated under reduced pressure, the residue was dissolved in ethanol, and then concentrated under reduced pressure was repeated twice to give a yellow solid (390 mg of), a yield of 95.7%.

The synthetic route of 428854-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Okuura Dayton (Shanghai) Pharmaceutical Co., Ltd; Shanghai Pharmaceutical Group Co., Ltd; Yu, Libing; Guo, Maojun; Yang, Qingang; Ji, Zhangyou; (16 pag.)CN105777743; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
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Electric Literature of 62968-37-0, 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. 62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine, molecular formula is C8H10ClN3O, 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.

General procedure: Toa stirred solution of appropriate alcohol (1.0 mmol) and suitablysubstituted heteroaryl halide (1.2 mmol) in dimethyl sulphoxide (5ml) was added and Cs2CO3(652 mg, 2.0 mmol) and mixture was stirred overnight at 80 C.The reaction mixture was cooled to room temperature and diluted withwater (20 ml). The mixture was extracted with ethyl acetate (2 x 50ml) and the combined organic extracts were washed with water (2 x 50ml) and dried (Na2SO4).The solvent was evaporated under reduced pressure and the residuethus obtained was purified by flash silica gel column chromatographyusing 13% methanol in chloroform as eluant to yield the desired heteroarylethers.

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 62968-37-0, 4-(2-Chloropyrimidin-4-yl)morpholine.

Reference:
Article; Das, Sanjib; Shelke, Dnyaneshwar E.; Harde, Rajendra L.; Avhad, Vijayshree B.; Khairatkar-Joshi, Neelima; Gullapalli, Srinivas; Gupta, Praveen K.; Gandhi, Maulik N.; Bhateja, Deepak K.; Bajpai, Malini; Joshi, Ashwini A.; Marathe, Megha Y.; Gudi, Girish S.; Jadhav, Satyawan B.; Mahat, Mahamad Yunnus A.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3238 – 3242;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

3-(2-Chloropyrimidin-4-yl)-1-methylindole 9 (5 g, 20.5 mmol) was placed in 1,4-dioxane, and compound 10 (3.8 g, 20.5 mmol) was added at room temperature, After p-toluenesulfonic acid monohydrate (4.7 g, 24.6 mmol) was added dropwise, the reaction was stirred at 105 C for 2 hours. After the reaction is completed, the temperature is lowered to room temperature, and the solution is precipitated as a solid, which is suction filtered, and the cake is washed with ethyl acetate and dried. Dry to give a yellow solid 8.0 g, yield 100%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Hangzhou Oulian Pharmaceutical Technology Co., Ltd.; Zhang Xingxian; (22 pag.)CN109928956; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a suspension of 4-Chloro-lH-pyrazolo [3,4-d] pyrimidine (1. lg, 7.1 mmol) in CHC13 (50 mL) was added NBS (1.49 g, 8. 4 mmol. ) The mixture was stirred at room temperature for 5 hours, cooled to OC and the solids were isolated by vacuum filtration, rinsed with cold CHC13, and air dried. The solid was purified by column chromatography on silica (50% EtOAc/hexanes) to give 3-Bromo-4-chloro-lH-pyrazolo [3, 4-d] pyrimidine (1.3, 77%. )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5399-92-8, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-63-6, name is 2-Chloro-4-methoxypyrimidine, molecular formula is C5H5ClN2O, 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: C5H5ClN2O

(1) Under an argon atmosphere, sodium hydride (100 mg) was added to a solution of 4-iodoaniline (220 mg) and 2-chloro-4-methoxypyrimidine (145 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125C for 21 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed twice with water and once with saturated brine, and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate =10/1) to obtain N-(4-iodophenyl)-4-methoxypyrimidin-2-amine (46 mg).

With the rapid development of chemical substances, we look forward to future research findings about 22536-63-6.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1840121; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 330785-81-4, 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.330785-81-4, name is Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C16H18ClN3O3S, molecular weight is 367.85, as common compound, the synthetic route is as follows.

The product VI obtained in the step (1) is added to 450 ml of ethanol, heated and stirred at 50-55 C until the temperature of the material is cooled to 20-30 C, 105 ml of 10% sodium hydroxide solution is added and stirred at 20-30 C for 1.5-2 hours. The mixture was added dropwise with 10% citric acid solution to adjust the pH of the solution to about 4 ~ 5. A large amount of solid was precipitated and the mixture was stirred at 20-30 C for 1-1.5h. The solid was washed with water and dried under vacuum at 50 C for 3h to obtain 14.0g of white solid. Yield 93.3%.

The chemical industry reduces the impact on the environment during synthesis 330785-81-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Chen Yuhua; Lu Pingping; Mo Enqing; Zuo Lian; Lu Zhijun; Peng Guizi; Yuan Yongling; (14 pag.)CN104059025; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia