Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 3001-72-7, 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, 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, 3001-72-7, blongs to pyrimidines compound. category: pyrimidines

General procedure: The reaction mixture of azlactones 1a-p (0.2mmol) and DBN (2b, 0.03mL, 0.22mmol) was stirred at room temperature for the appropriate time according to Scheme 2. After completion of the reaction as monitored by TLC (eluent: petroleum ether/ethyl acetate, 4:1), the mixture was extracted with ethyl acetate (3¡Á5mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by silica gel column chromatography (10-35% ethyl acetate in petroleum ether) afforded the products 3ab-pb. 4.3.1 N-(1-(4-nitrophenyl)-3-oxo-decahydropyrrolo[1,2-a]pyrrolo[2,1-b]pyrimidin-2-yl)benzamide ( Scheme 2 , 3ab) 73.5 mg (0.18 mmol, 88%) as a light orange solid. m.p. 137-138 C (decomposed); IR (KBr): 3344, 2926, 2853, 1692, 1673, 1515, 1461, 1345 cm-1; 1H NMR (400 MHz, DMSO-d6): delta 9.82 (s, 1H), 8.27 (d, J = 8.8 Hz, 2H), 7.87 (d, J = 8.8 Hz, 2H), 7.82 (d, J = 7.2 Hz, 2H), 7.56 (t, J = 7.2 Hz, 1H), 7.46 (t, J = 7.4 Hz, 2H), 4.30 (td, J = 10.4, 2.2 Hz, 1H), 3.56 (dt, J = 12.0, 4.8 Hz, 1H), 3.46 (td, J = 10.2, 2.4 Hz, 1H), 3.24-3.13 (m, 1H), 2.96-2.83 (m, 1H), 2.68-2.57 (m, 1H), 2.45-2.31 (m, 1H), 2.08-1.96 (m, 1H), 1.81-1.77 (m, 2H), 1.73-1.60 (m, 1H), 1.35-1.24 (m, 1H); 13C NMR (100 MHz, CDCl3): delta 167.9, 164.5, 147.1, 142.4, 139.8, 133.2, 132.4, 129.6, 128.7, 127.5, 125.8, 122.8, 83.2, 51.9, 44.2, 38.6, 32.8, 21.2, 19.9; Anal. calcd for C23H22N4O4 (418.19): C 66.05, H 5.26, N 13.39; found C 65.98, H 5.29, N 13.43.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3001-72-7, its application will become more common.

Reference:
Article; Parhizkar, Golnaz; Khosropour, Ahmad Reza; Mohammadpoor-Baltork, Iraj; Parhizkar, Elahehnaz; Rudbari, Hadi Amiri; Tetrahedron; vol. 73; 11; (2017); p. 1397 – 1406;,
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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. 3177-20-6, name is Methyl 2,4-dichloropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., Safety of Methyl 2,4-dichloropyrimidine-5-carboxylate

methyl 2,4,-dichloropyrimidine-5-carboxylate (20.70 g, 100 mmol), N,N-dimethylformamide (104 mL) was added to a three-necked flask, stirred and dissolved, and sodium carbonate (26.50 g, 250 mmol) was added. stir evenly and add 2-cyclopentylamino-N,N-dimethylformamide (17.03 g, 100 mmol) was reacted at room temperature for 6-8 hours. At the end of the reaction, water (207 mL), ethyl acetate (207 mL),The extract was extracted once more with ethyl acetate (104 mL), and the organic phase brine (110 mL) was washed once, dried over anhydrous sodium sulfate, filtered, concentrated with ethyl acetate and petroleum ether, and the solid was separated by filtration. drying in vacuo to gave methyl 2-chloro-4-(cyclopentyl(2-(dimethylamino)-2-oxoethyl)amino)pyrimidine-5-carboxylate (30.33 g, 89percent).

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, 3177-20-6, Methyl 2,4-dichloropyrimidine-5-carboxylate.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Yu Wei; Zhang Yiping; (21 pag.)CN108586356; (2018); A;,
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Reference of 89284-85-5 , The common heterocyclic compound, 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate, molecular formula is C6H3Cl3N2O2, 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.

Furfurylamine (0.155 g, 1.60 mmol) was added to a stirred solution of 6- methoxycarbonyl-2,4,5-trichloropyrimidine (prepared as described in example 1) (0.193 g, 0.80 mmol) and triethylamine (0.24 ml, 1.7 mmol) in dichloromethane (3 ml). The solution was stirred at ambient temperature for 18 hours, and then added to a mixture of ethyl acetate and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an orange solid. This was purified by column chromatography on silica using ethyl acetate: hexane (1 :2) as eluent to provide 2,5-dichloro-4-(furan-2-ylmethylamino)-6-methoxycarbonylpyrimidine as a pale yellow solid (0.195 g, 81 %). M.p. 110-112 0C; 1H nmr (400 MHz, CDCI3) deltaH 7.40 (1 H, m), 6.35 (2H, m), 6.16 (1 H1 br s), 4.72 (2H, d), 3.98 (3H, s) ppm.

The synthetic route of 89284-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; WINN, Caroline Louise; GLITHRO, Harry; ASPINALL, Mary Bernadette; SCREPANTI, Claudio; WO2010/125332; (2010); A1;,
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Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
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Reference of 1439-09-4, Adding some certain compound to certain chemical reactions, such as: 1439-09-4, name is 5-Bromo-4-methylpyrimidine,molecular formula is C5H5BrN2, 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 1439-09-4.

Example 553-(2-Chlorophen l)-7-(4-methylpyrimidin-5-yl)benzo[d]isoxazole[00242] To a pressure tube were added Preparation 5 IE (35.6 mg, 0.100 mmol), 5- bromo-4-methylpyrimidine (26.0 mg, 0.150 mmol), and sodium carbonate (53.0 mg, 0.500 mmol) in water (Ratio: 1.000, Volume: 0.750 mL), DME (Ratio: 2, Volume: 1.5 mL) and EtOH (Ratio: 1.000, Volume: 0.750 mL) at room temperature. To this slurry was added tetrakis(triphenylphosphine)palladium(0) (5.78 mg, 5.00 ?????) and the system was purged with nitrogen and sealed. The vessel was heated to 90 C for 12h and then allowed to cool to room temperature. The reaction mixture was diluted with MeOH, filtered, and concentrated. The remaining oil was diluted with DMF and purified via preparative LC/MS with the following conditions: Column: Waters XBridge C18, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile:water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 15- 100% B over 25 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The material was further purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-??? particles; Guard Column: Waters XBridge CI 8, 19 x 10 mm, 5-??? particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile:water with 10-mM ammonium acetate; Gradient: 20-60% B over 25 minutes, then a 15 -minute hold at 60% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford the title compound (1.7 mg, 4.9%). ESI MS (M+H)+ = 322.1. HPLC Peak tr = 2.44 minutes. Purity = 92%. HPLC Conditions: C. ? NMR (500 MHz, MeOD) ? ppm 9.11 (1 hr, s), 8.74 (1 hr, s), 7.78 (1 hr, dd, J=7.91, 1.25 Hz), 7.59-7.66 (2 hr, m), 7.46-7.55 (1 hr, m), 2.55 (2 hr, s).

According to the analysis of related databases, 1439-09-4, 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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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.3977-29-5, name is 2-Amino-6-methylpyrimidin-4(1H)-one, molecular formula is C5H7N3O, molecular weight is 125.13, as common compound, the synthetic route is as follows.Quality Control of 2-Amino-6-methylpyrimidin-4(1H)-one

A. 2-Amino-4-methyl-6-benzyloxypyrimidine 2-Amino-4-methyl-6-hydroxypyrimidine (62.5 g., 0.50 mole) is dissolved in 500 ml of dimethylformamide and sodium hydride (0.5 mole) is added over a 1 hour period under a nitrogen atmosphere. The mixture is heated at 75¡ã C. for 11/2 hours. Benzyl chloride (69.3 g., 0.55 moles) is then added over 15 minutes and the mixture is heated at 90¡ã C. and stirred for 11/2 hours. After cooling, the reaction mixture is filtered and concentrated under vacuum to an oil from which 2-amino-4-methyl-6-benzyloxypyrimidine melting at 108¡ã-109.5¡ã C. is obtained by crystallization from n-butyl chloride.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3977-29-5, 2-Amino-6-methylpyrimidin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4144338; (1979); A;,
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Adding a certain compound to certain chemical reactions, such as: 945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, 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, Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine

To 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (42, 0.192 g, 1.44 mmol), propane-1-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide (9, 0.456 g, 1.73 mmol), potassium hydroxide (0.263 g, 4.69 mmol) and 1.0 mL of methanol were added to provide a solution. The reaction was allowed to stir at room temperature for 30 hours, then quenched with water and adjusted to pH~5 with acetic acid and sodium bicarbonate and extracted with ethyl acetate and saturated sodium chloride. The organic layer was washed with water and brine, dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluding with ethyl acetate and hexane with 4% acetic acid. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound as an off-white solid (P-0055, 215 mg). 1H-NMR(dmso-d6) showed it contains about >80% of the desired compound, used in the next step without further purification. MS(ESI) [M+H-]+=397.1.

The synthetic route of 945950-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
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Reference of 2240-25-7, 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. 2240-25-7, name is 4-Amino-5-bromopyrimidin-2(1H)-one. A new synthetic method of this compound is introduced below.

To a solution of 9 (1 g, 5.26 mmol) in DMF (10 mL) was added 40%chloroacetaldehyde (1.24 g, 6.32 mmol) at rt. The reaction mixture wasstirred at 100 C for 10 h. The reaction mixture was diluted with H2O(20 mL) and the white precipitate was filtered and washed with water.The solid was then dried under reduced pressure to give the titlecompound (0.73 g, 64.8% yield). 1H NMR (300 MHz, DMSO-d6) delta 11.92(s, 1H), 7.89 (d, J=1.0 Hz, 1H), 7.65 (s, 1H), 7.42 (d, J=1.0 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Article; Yang, Yifei; Chen, Pan; Zhao, Leilei; Zhang, Fangqing; Zhang, Bing; Xu, Changliang; Zhang, Huibin; Zhou, Jinpei; Bioorganic Chemistry; vol. 90; (2019);,
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Application of 1005-38-5 ,Some common heterocyclic compound, 1005-38-5, molecular formula is C5H6ClN3S, 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.

4-(5-{[3-(trifluromethyl)phenyl]amino}-4F-l,2,4-triazol-3-yl)phenol (100 mg, 0.31 mmol) was dissolved in 3 mL of anhydrous dioxane in 2-5 mL microwave vial (Personal Chemistry). Solid CS2CO3 (101.7 mg, 0.31 mmol) was added, followed by 4-amino-6-chloro-2-(methylthio)-pyrimidine (60.3 mg, 0.34 mmol). The vial was capped and microwaved at 200 C for 10 min. Then ca. 3 mL of MeOH was added to dissolve the formed suspension. The resulting reddish-brown solution was transferred into a round-bottom flask and solvent was removed in vacuo. The residue was re-dissolved in 3 mL of DMF, filtered through 0.22 u syringe filter and purified by reverse phase preparative HPLC using acetontrile/water system with 0.01% of TFA. The fractions, containing the product, were collected and partitioned between EtOAc and saturated aqueous NaHC03. Ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate and filtered. Solvent was removed in vacuo to give the title compound as a white solid (39.5 mg).; ESI-MS: [M+H]+,461.0. lR NMR (DMSO-d6): 5 3.80 (s, 3H), 5.53 (s, 1H), 6.70 (s, 2H), 6.30 (s, 2H), (d, J= 8.6 Hz, 2H),

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. 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2006/24034; (2006); A1;,
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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. 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, molecular formula is C12H12Cl2N3OP, 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. Product Details of 1197953-49-3

Compound c24-10 (200 mg, 0.58 mmol) was dissolved in 18 ml of ethylene glycol monobutyl ether, then compound b3-1 (237 mg, 0.75 mmol) was added with stirring at room temperature.0.36 ml of a hydrochloric acid solution in ethanol(5.6 M) was reacted at 120 C overnight.TLC showed that the reaction was completed, diluted with water and ethyl acetate.Concentrated to give crude product by column chromatography to give c-24,20mg.

With the rapid development of chemical substances, we look forward to future research findings about 1197953-49-3.

Reference:
Patent; Zhejiang Tongyuankang Pharmaceutical Co., Ltd.; Wu Yusheng; Zhi Wubin; Wang Xin; Wu Shiyong; Li Jingya; Guo Ruiyun; Zheng Maolin; Liang Apeng; Wang Guohui; Chen Mingtao; Ma Jie; Niu Chengshan; (65 pag.)CN108689994; (2018); A;,
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