Pyrimidines

Synthetic Route of 13036-50-5, Adding some certain compound to certain chemical reactions, such as: 13036-50-5, name is 2-Chloro-4-phenylpyrimidine,molecular formula is C10H7ClN2, 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 13036-50-5.

Preparation of Compound 48 [132] After Compound 2-6 (0.75 g, 3.9 mmol), Compound 2-5 (2.53 g, 4.7mmol), Tetrakis(triphenylphosphine)palladium (0.23 g, 0.2 mmol), potassium carbonate (1.31 g, 9.4 mmol) and ethanol (50 mL) were dissolved in toluen (150 mL), the mixture was stirred under reflux for 5 hours at 120 . After extracting with EA/H2O, drying an organic layer with MgSO4, and removing a solvent by the rotary type evaporator, Compound 48 (0.76 g, 30%) was obtained via column separation.

According to the analysis of related databases, 13036-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; KIM, Hye Mi; KIM, Young Gil; CHO, Young Jun; KWON, Hyuck Joo; KIM, Bong Ok; KIM, Sung Min; WO2011/93609; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, 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, Computed Properties of C6H8N2OS, blongs to pyrimidines compound. Computed Properties of C6H8N2OS

To the round bottom flask containing 6-methyl-2-(methylthio)pyrimidin-4(3H)-one (19 g, 121.6 mmol) was added POCl3 (30 mL). The reaction mixture was heated to reflux for 2 h and then concentrated on a rotary evaporator to dryness. The crude 4-chloro-6-methyl-2- (methylthio)pyrimidine was used directly in the next reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6328-58-1, 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one, and friends who are interested can also refer to it.

Reference:
Patent; EXELIXIS, INC.; WO2008/124161; (2008); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 60025-09-4, 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. 60025-09-4, name is 4-Amino-6-chloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

N-[3-Amino-1 -(6-amino-5-cvano-pyrimidin-4-yl)-pyrrolidin-3-ylmethyl1-2,4-difluoro- benzamide (“196”)A mixture of 4-amino-6-chloropyrimidine-5-carbonitrile (72.0 mg; 0.47 mmol; 1 .02 eq.), N-[(3-aminopyrrolidin-3-yl)methyl]-2,4-difluorobenzamide dihydrochloride (150.0 mg; 0.46 mmol; 1 .0 eq.), potassium carbonate (126.3 mg; 0.91 mmol; 2.0 eq.) in DMSO (2.00 ml) was stirred at 60 C for 2h. The reaction mixture was workup and the crude was purified by reverse phase pre-HPLC (Waters, acetonitrile/0.1 % NH40H in water) to afford the title compound in 70% yield. LC-MS: (M+1 =374, obsd. = 374).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60025-09-4, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; LAN, Rouxi; HUCK, Bayard R.; CHEN, Xiaoling; DESELM, Lizbeth Celeste; XIAO, Yufang; QIU, Hui; NEAGU, Constantin; MOCHALKIN, Igor; JOHNSON, Theresa L.; WO2013/40044; (2013); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 13316-12-6, 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 13316-12-6, name is 7-Chlorothiazolo[5,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 11. 7-(2-indanylamino)thiazolo[5,4-d]pyrimidine Using 7-chlorothiazolo[5,4-d]pyrimidine (50 mg, 0.29 mmol) (see J. Org. Chem., 26, 4961 (1961), Chem. Pharm. Bull., 16, 750 (1968)) and 2-aminoindan (120 mg, 0.90 mmol), a similar procedure to Example 1 was carried out. The product obtained was purified by silica gel chromatography (hexane: ethyl acetate = 2: 1) to obtain the title compound (41 mg, 0.15 mmol) having the following physical properties: 1H NMR (400 MHz, CDCl3): delta 3.01 (2H, m), 3.50 (2H, m), 5.14 (1H, br.), 6.33 (1H, br.), 7.19-7.28 (4H, m), 8.56 (1H, s), 8.74 (1H, s), 8.49 (1H, s). MS (FAB): m/z 269 (M+H)+.

According to the analysis of related databases, 13316-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNTORY LIMITED; EP1018514; (2000); A1;,
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Pyrimidine – Wikipedia

Related Products of 138274-14-3, 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.138274-14-3, name is 5-(Benzyloxy)-2-chloropyrimidine, molecular formula is C11H9ClN2O, molecular weight is 220.66, as common compound, the synthetic route is as follows.

Step 1 In a microwave vial, cis-7-mcthyl-8-((3,4,5-trifluorophcnyl)carbamoyl)-2,3,3a,4,10,10a-hexahydro-lH,7H-dipyrrolo[3,4-b:3′,4′-f][l,4,5]oxathiazocin-2-ium 5,5-dioxide iodide (E11) (20 mg, 0.036 mmol) and 5-(benzyloxy)-2-chloropyrimidine (l5.8 mg, 0.072 mmol) were suspended in 1 -Butanol (0.3mL), dry DIPEA (0.020 mL, 0.115 mmol) was added and mixture heated at l55C under MW for 2 h. The reaction mixture was evaporated under reduced pressure to afford a dark brown solid. The residue was purified by preparative HPLC (H20, CH3CN 0.1% TFA) to afford, after lyophilization 2-(5-(benzyloxy)pyrimidin-2-yl)-7-methyl-N-(3,4,5-trifluorophenyl)-2,3,3a,4,10,10a-hexahydro-lH,7H-dipyrrolo[3,4-b:3′,4′-f][l,4,5]oxathiazocine-8-carboxamide 5,5-dioxide (lOmg, 0.016 mmol, yield= 45%).

Statistics shows that 138274-14-3 is playing an increasingly important role. we look forward to future research findings about 5-(Benzyloxy)-2-chloropyrimidine.

Reference:
Patent; OSPEDALE SAN RAFFAELE S.R.L.; IRBM S.P.A.; PROMIDIS S.R.L.; ISTITUTO NAZIONALE DI GENETICA MOLECOLARE – INGM; DE FRANCESCO, Raffaele; DONNICI, Lorena; GUIDOTTI, Luca; IANNACONE, Matteo; DI FABIO, Romano; SUMMA, Vincenzo; PRANDI, Adolfo; RANDAZZO, Pietro; GORNATI, Davide; GRILLO, Alessandro; FERRANTE, Luca; BENCHEVA, Leda Ivanova; DE MATTEO, Marilenia; FERRARA, Marco; (238 pag.)WO2020/30781; (2020); A1;,
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Reference of 874-14-6 ,Some common heterocyclic compound, 874-14-6, molecular formula is C6H8N2O2, 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 an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), arene (0.4 mmol,1 eq.), dichloroethane (2 mL), then 1 M hydrochloric acid (2 mL, 5 equiv). The solution wasallowed to stir (1000 rpm) at 50 C for the indicated amount of time. After which the solution waswashed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,874-14-6, its application will become more common.

Reference:
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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, Recommanded Product: 4-Chloro-6-methylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 4-Chloro-6-methylpyrimidine

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-6-methylpyrimidine (2) (257mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13ml_). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (279mg, 74%). (0630) LCMS (ES): Found 188.1 [M+Hf.

The synthetic route of 3435-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1114560-76-7, 4-Bromo-2-methylpyrimidine, 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, Computed Properties of C5H5BrN2, blongs to pyrimidines compound. Computed Properties of C5H5BrN2

A mixture of 4-fluoro-N-(l-(5,6,7,8-tetrahydro-l,5-naphthyridin-2- yl)cyclopropyl)benzamide hydrochloride (585 mg, 1.68 mmol), 4-bromo-2-methylpyrimidine (727 mg, 4.2 mmol), 2′-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)-3′,6′-dimethoxy- N2,N2,N6,N6-tetramethyl-[l,l’-biphenyl]-2,6-diamine (191 mg, 0.252 mmol), methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2′,6′- bis(dimethylamino)-l, -biphenyl)(2′-methylamino-l, -biphenyl-2-yl)palladium(II) (287 mg, 0.252 mmol) and sodium tert-butoxide (485 mg, 5.0 mmol) was evacuated and refilled with nitrogen for 3 times, followed by the addition of CPME (8.40 mL). The reaction mixture was heated at 80C for 14 h. The reaction mixture was cooled down, filtered, diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over MgSO/ and concentrated. The residue was purified by flash chromatography (0-50% 3: 1 ethyl acetate :ethanol/hexanes, 24 gold silica column) to give the title compound as a solid. LC-MS 404.2 (M+l). ‘H NMR (600 MHz, DMSO-c) delta 9.27 (s, 1H), 8.19 (d, J = 6.1 Hz, 1H), 8.01 (dd, J = 8.3, 5.7 Hz, 2H), 7.79 (d, J = 8.5 Hz, 1H), 7.33 (t, J= 8.7 Hz, 2H), 7.14 (d, J = 8.5 Hz, 1H), 6.80 (d, J = 6.1 Hz, 1H), 3.86 (t, J= 5.9 Hz, 2H), 2.81 (t, J= 6.5 Hz, 2H), 2.41 (s, 3H), 1.95 (m, 2H), 1.52 (m, 2H), 1.23 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1114560-76-7, 4-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DENG, Yongqi; ACHAB, Abdelghani; BECKER, Bridget, A.; BENNETT, Jonathan, D.; BHARATHAN, Indu; FRADERA, Xavier; GIBEAU, Craig; HAN, Yongxin; LI, Derun; LIU, Kun; PU, Qinglin; SANYAL, Sulagna; SLOMAN, David; YU, Wensheng; ZHANG, Hongjun; (269 pag.)WO2019/89412; (2019); A1;,
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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 16075-42-6, name is 2-Amino-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4F3N3

To a solution of 2-amino-4-trifluoromethylpyrimidine (25 g, 0.15 mol) in CH3CN (600 mL) was added in the dark a solution of N-bromosuccinimide (34.8 g, 195 mmol) in acetonitrile (200 mL) over a period of 2.5 h. The reaction mixture was stirred for 4.5 h at RT and then concentrated. The residue was dissolved in EtOAc and H2O, the organic solvents were separated, washed with H2O and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using EtOAc in hexane from 10% to 40% to provide the title compound as a beige solid (31.2 g, 85%). LC-MS: Rt 0.82 min; (LCMS method 2).

With the rapid development of chemical substances, we look forward to future research findings about 16075-42-6.

Reference:
Patent; NOVARTIS AG; Fairhurst, Robin Alec; Furet, Pascal; Kalthoff, Frank Stephan; Lerchner, Andreas; Rueeger, Heinrich; US2014/135330; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Synthetic Route of 35265-82-8 ,Some common heterocyclic compound, 35265-82-8, molecular formula is C7H4Cl2N2S, 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.

(1) To a solution of 50% aqueous dimethyl amine (0.15 g) in ethanol (5 mL) were added 2,4-dichloro-6-methylthieno[3,2-d]pyrimidine (0.25 g) and triethylamine (0.12 g) at room temperature, and the mixture was stirred for 2 h. The reaction mixture was concentrated under reduced pressure and diluted with chloroform and water, and then the aqueous layer was extracted with chloroform. The organic layer was washed with 1 M hydrochloric acid and saturated brine and then dried with anhydrous magnesium sulfate, the desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure and crystallized with diethyl ether to obtain 2-chloro-N,N,6-trimethylthieno[3,2-d]pyrimidin-4-amine (0.16 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35265-82-8, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2003131; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia