Pyrimidines

Related Products of 5194-32-1 , The common heterocyclic compound, 5194-32-1, name is 2-Methylpyrimidine-5-carboxylic acid, molecular formula is C6H6N2O2, 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.

At room temperature, to the containing 1-(3-(3-amino-5-chloro-2-methylbenzyl)-3,8-diazabicyclo[3.2.1]octan-8-yl)-2-cyclobutylethan-1-one (150.0 mg, 0 . 42 mmol) in dichloromethane solution, adding N, N – diisopropyl ethylamine (160.8 mg, 1 . 25 mmol) and 2-methyl-5-pyrimidine formic acid (63.5 mg, 0 . 46 mmol), addition of HATU (399.2 mg, 1 . 05 mmol), after the adding of, stirring at room temperature the reaction for 10 hours. After the reaction is complete, the solvent is removed under reduced pressure, the residue by silica gel column chromatography (petroleum ether: ethyl acetate=5:1 – 1:1) and thick preparation plate purification to obtain white solid compound 95.0 mg, yield 46.9%.

The synthetic route of 5194-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Wang Yonghui; Tian Jinlong; Yu Mingcheng; (29 pag.)CN109134476; (2019); A;,
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Synthetic Route of 19875-04-8, 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.19875-04-8, name is 2-Methylpyrimidin-4(3H)-one, molecular formula is C5H6N2O, molecular weight is 110.11, as common compound, the synthetic route is as follows.

(b) 11 g of 2-methyl-4-pyrimidone were introduced into 50 ml of phosphorus oxychloride, and the mixture was heated at 80 C. until a clear solution was produced. Excess phosphorus oxychloride was removed by distillation in vacuo, and the residue was poured into ice-water. While cooling, the solution was neutralized with potassium hydroxide solution and extracted with dichloromethane. The organic extracts were dried (Na2 SO4) and concentrated in vacuo, and column chromatography resulted in 8 g of 4-chloro-2-methylpyrimidine (melting point 50-60 C.).

Statistics shows that 19875-04-8 is playing an increasingly important role. we look forward to future research findings about 2-Methylpyrimidin-4(3H)-one.

Reference:
Patent; Hoechst Aktiengesellschaft; US4956366; (1990); A;,
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Synthetic Route of 157335-93-8 , The common heterocyclic compound, 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

EXAMPLES; Example 1: Preparation of 1-(2,4-dimethylpyrimidine-5-carbonyl)-4- piperidone – Compound IV:; To a suspension solution of 90.0 g of 4,6-dimethylpyrimidine-5- carboxylic acid (I) and a catalytic amount of dimethylformamide (0.45 ml_) in CH3CN (630 ml_) was slowly added oxalyl chloride (78.8 g) at -50C to 50C. The reaction was then aged at O0C for 2 hours. EPO In a separate flask, a heterogeneous mixture of K3PO4 (136.1 g), K2HPO4 (205.9 g) in water (270 ml_) and CH3CN (540 ml_) at O0C was added to a solution of 99.8 g of 4-piperidone monohydrate hydrochloride (III) in water (135 ml_). The reaction mixture was agitated at O0C for 2 hours.

The synthetic route of 157335-93-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2006/74264; (2006); A2;,
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Pyrimidine – Wikipedia

Reference of 856972-65-1 ,Some common heterocyclic compound, 856972-65-1, molecular formula is C6H8ClN3O, 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.

General procedure: To a 5 mL vial containing a stir bar, 3-(2-aminopyrimidin-5-yl)-6-cyclobutyl-2-fluorophenol (80 mg, 0.31 mmol) and 2-chloropyrimidine (41 mg, 0.34 mmol) were added Cs2CO3 (203 mg, 0.62 mmol) and DMSO (0.8 mL). The resultant mixture was stirred at 120 Celsius for approximately 1 hour via microwave irradiation. The reaction mixture was cooled to room temperature before passing the mixture through a syringe filter and subjecting the filtrate to FCC to afford the title compound (81 mg, 78%). The title compound was prepared using conditions similar to those described in Example 160 heating via microwave irradiation for 2 hours and using 4-chloro-6-(methoxymethyl)pyrimidin-2-amine. MS (ESI): mass calcd. for C20H21FN6O2, 396.17; m/z found, 397.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.48 (d, J=1.0, 2H), 7.25-7.15 (m, 2H), 6.38 (s, 1H), 5.30 (s, 2H), 5.08 (s, 2H), 4.35 (s, 2H), 3.66-3.53 (m, 1H), 3.48 (s, 3H), 2.29-2.06 (m, 4H), 2.05-1.89 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,856972-65-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
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Electric Literature of 1004-38-2, 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. 1004-38-2, name is 2,4,6-Triaminopyrimidine, molecular formula is C4H7N5, 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: A mixture of 2,4,6-triaminopyrimidine 1 (1.0 mmol), 3-(2-cyanoacetyl)indole 2 (1.0 mmol), appropriate aromatic aldehyde (1.0 mmol) and indium chloride (0.05 mmol) in ethanol (5.0 mL) were subjected to microwave irradiation for 10 min at 120 C. After completion of the reaction (monitored by TLC using a dichloromethane-ethanol (9:1) mixture as the mobile phase), the reaction mixture was cooled and filtered. The solid product obtained was initially washed with ethanol, and finally recrystallized from ethanol.

According to the analysis of related databases, 1004-38-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Enriz, Ricardo D.; Tosso, Rodrigo D.; Andujar, Sebastian A.; Cabedo, Nuria; Cortes, Diego; Nogueras, Manuel; Cobo, Justo; Vargas, Didier F.; Trilleras, Jorge; Tetrahedron; vol. 74; 49; (2018); p. 7047 – 7057;,
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Pyrimidine – Wikipedia

Reference of 26305-13-5, 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.26305-13-5, name is 2,4-Dihydroxy-5,6-dimethylpyrimidine, molecular formula is C6H8N2O2, molecular weight is 140.14, as common compound, the synthetic route is as follows.

Example 15. A/-hexyl-5,6-dimethyl-2,4-dioxo-pyrimidine-1 -carboxamide Triphosgene (0.12 g, 0.71 mmol) was added to dry pyridine (2.0 mL) at 0 C. The mixture was stirred for 10 min, then a solution of 5,6-dimethyluracil (0.10 g, 0.71 mmol) in dry pyridine (3.0 mL) was added dropwise. The pale yellow suspension formed was stirred at room temperature for 5 hrs, then cooled to 0 C before adding hexylamine (0.10 mL, 0.71 mmol). The reaction mixture was stirred at room temperature for 18 hrs. Water (30 mL) was added and the product extracted with EtOAc (3 x 30 mL). The combined organic layer was dried over Na2S04 and the solvent removed under reduced pressure. The crude was purified by column chromatography using a Teledyne ISCO apparatus (cyclohexane:EtOAc 90:10) to afford the title compound (0.02 g, 6%) as white powder. 1 H NMR (400 MHz, CDCIs): delta 0.90 (t, J = 6.6 Hz, 3H), 1 .25-1 .38 (m, 6H), 1 .53-1 .67 (m, 2H), 1 .83 (br s, 3H), 2.19 (br s, 3H), 3.30 (dt, J = 5.6, 7.0 Hz, 2H), 7.42-7.65 (m, 1 H), 9.68 (br s, 1 H). 13C NMR (101 MHz, CDCI3): delta 9.00, 13.34, 15.77, 22.35, 26.12, 28.91 , 31 .30, 40.70, 104.68, 146.24, 149.35, 162.15, 164.20. MS (ESI) m/z: 266 [M-H]”.

Statistics shows that 26305-13-5 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-5,6-dimethylpyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); 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. 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C4H2ClFN2

2-Chloro- 5-fluoro-pyrimidine (14.45 mL, 117 mmol), potassium (Z)-but-2-en-2-yltrifluoroborate (24.63 g, 152 mmol), tricyclohexylphosphine (6.56 g, 23.39 mmol), and Pd2(dba)3 (10.71 g, 11.70 mmol) were added to a vial which was then degassed and backfilled with nitrogen. 1,4-Dioxane (195 mL) and aqueous potassium phosphate tribasic (29.0 mL, 351 mmol) were then added by syringe. The resulting reaction was heated at 100 C for 16 h. The reaction was then cooled to RT. The organics were concentrated in vacuo. The residue was filtered through a plug of silica gel and then loaded onto a silica gel column (0-20% EtOAc in hexanes) to afford Example 56.1 (14.24 g, 94 mmol, 80 % yield). LCMS-ESI (pos.) m/a: 153.1 (M+H)t

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, 62802-42-0, 2-Chloro-5-fluoropyrimidine.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
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Synthetic Route of 932-52-5, Adding some certain compound to certain chemical reactions, such as: 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione,molecular formula is C4H5N3O2, 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 932-52-5.

General procedure: A suspension of 5-aminouracil 1 (1 mmol) in dry pyridine (7.5 mL) was cooled to 0 C and the appropriate sulfonyl chloride (1 mmol) was added. The reaction mixture was stirred at room temperature until the TLC showed the reaction was completed (1.5-20 h). The solvent was removed under reduced pressure and the crude product was recrystallized from methanol or aqueous methanol to afford the product.

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ismaili, Hamit; Ban, ?eljka; Mati?, Josipa; Safti?, Dijana; Juki?, Marijana; Glava?-Obrovac, Ljubica; ?ini?, Biserka; Croatica Chemica Acta; vol. 92; 2; (2019); p. 269 – 277;,
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Pyrimidine – Wikipedia

Synthetic Route of 659729-09-6, 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.659729-09-6, name is 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, molecular formula is C11H6ClF3N2, molecular weight is 258.63, as common compound, the synthetic route is as follows.

To a mixture of 3 ml of water, 0.36 g of sodium cyanide and 0.07 g of 1, 4-diazabicyclo [2.2.2] octane, 9 ml of dimethyl sulfoxide and 1.6 g of 4-chloro-6- (4- trifluoromethylphenyl) pyrimidine were added at 0C. This mixture was stirred for 2 hours. The reaction mixture was poured into water and then extracted three times with tert- butyl methyl ether. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated to obtain a crude product. This crude product was used in the next step without purification.

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MIZUNO, Hajime; WO2010/134478; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 769-42-6, 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. 769-42-6, name is 1,3-Dimethylbarbituric acid, molecular formula is C6H8N2O3, 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.

1,3-dimethylbarbituric acid (compound SM1) (7 kg, 44.9mmo1) dissolved in 120 kg phosphorus oxychloride (POCl3). To it, slowly drop water (2.2 kg, 22mo1). After dropping. slowly heating to reflux 6 hours; HPLC monitoring, after the reaction, the temperature, the reaction liquid slowly poured into a large amount of ice water (100L), then 50L dichloromethane extraction two times, the combined organic phase, saturated salt water washing (20L), anhydrous sodium sulfate drying, filtering, concentrating the organic phase, dried under vacuum to get yellow solid 7.2 kg, SM2 is the compound, yield 92.3%.

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 769-42-6, 1,3-Dimethylbarbituric acid.

Reference:
Patent; Shanghai Baiteyin Pharmaceutical Technology Co., Ltd.; Zhu Yiping; Sun Lianhua; (7 pag.)CN103755705; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia