Pyrimidines

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 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4HCl2N3O2

Compound (1a), 2,4-dichloro-5-nitropyrimidine, (100 g, 0.52 mol) is dissolved in 1.0 L cyclohexane and potassium carbonate (83 g, 0.60 mol) is added. The resulting suspension is stirred at a temperature between 5 and 15 C. and compound (2a), isopropylamine, (44.2 ml, 0.52 mol) is slowly added. After complete addition stirring is continued under warm up of the reaction mixture to room temperature. Water (400 mL) is added (caution: exothermic reaction). The reaction mixture is filtered. Ethyl acetate (400 mL) is added to the filtrate. The organic phase is separated, dried and evaporated.Yield: 90.9 g (81% of theory) of compound (3a) as a brown crystalline solid. 1H-NMR confirmed the structure of compound (3a).

With the rapid development of chemical substances, we look forward to future research findings about 49845-33-2.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/329803; (2012); A1;,
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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. 71406-78-5, name is Ethyl 4-amino-2-chloropyrimidine-5-carboxylate, molecular formula is C7H8ClN3O2, 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. SDS of cas: 71406-78-5

LiOH (238 g, 9.94 mmol) was added to a solution of commercially available ethyl 4- amino-2-chloro-pyrimidine-5-carboxylate (1 g, 4.96 mmol) in THF (20 ml_) and water (20 ml_) and the mixture stirred at room temperature for 30 mins. The volatile solvent was removed in vacuo and the remaining aqueous solution was washed with Et20 (20 ml_). The aqueous portion was acidified with 2M HCI and the resulting white precipitate was collected by filtration, washed with water and dried in vacuo to afford the titled compound as a white solid. (1359) LC-MS (Method 3A): Rt 1.00 mins; MS m/z 174.0 = [M+H]+ (1360) 1 H NMR (500 MHz, DMSO-d6) d 13.55 (s, 1 H), 8.58 (s, 1 H), 8.47 (s, 1 H), 7.98 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 71406-78-5.

Reference:
Patent; ADORX THERAPEUTICS LIMITED; MCCARTHY, Clive; MACLEOD, Calum; MOULTON, Ben; LENAGH-SNOW, Gabriel; (190 pag.)WO2019/122932; (2019); A1;,
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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 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloro-4-(trifluoromethyl)pyrimidine

2-Chloro-4-(trifluoromethyl)pyrimidine (20 mmol), 2,4-difluorophenylboronic acid (30 mmol), Na2CO3 (36 mmol) andPd(PPh3)4 (0.20 mmol) were dissolved in toluene: ethanol: water(30 mL, 2: 1: 2, v/v). The mixture was refluxed for 24 h andextracted twice with CH2Cl2 at room temperature. The mixedorganic solutionwas washed with brine and the solid obtained waspurified with column chromatography on SiO2 using ethyl acetateand petroleumether (v : v 10 : 1) as eluant to afford white solid 2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyrimidine (dfptfmpm,yield: 75percent). 1H NMR (400 MHz, CDCl3) delta 9.01 (d, J 5.0 Hz, 1H), 8.14(td, J=8.7, 6.6 Hz, 1H), 7.48 (d, J=5.0 Hz, 1H), 6.98-6.83 (m, 2H). 19FNMR (376 MHz, CDCl3) delta 70.12 (s, 3F), 105.06 (d, J=11.0 Hz,1F), 108.14 (d, J=11.0 Hz, 1F). MS (ESI) m/z calcd for C11H5F5N2H[M+H]: 261.05, found: 260.95.

With the rapid development of chemical substances, we look forward to future research findings about 33034-67-2.

Reference:
Article; Zhou, Yong-Hui; Xu, Jing; Wu, Zheng-Guang; Zheng, You-Xuan; Journal of Organometallic Chemistry; vol. 848; (2017); p. 226 – 231;,
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Related Products of 51674-77-2, 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. 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of Intermediate 9 (500 mg, 1.48 mmol) in NMP (6 mL) were added (cyclopropyl)(piperazin-l-yl)methanone (455 mg, 2.95 mmol) and DIPEA (1.3 mL), and the mixture was heated at 140C for 16 h. The reaction mixture was taken up in EtOAc^ (150 mL) and water (50 mL) and the organic layer was washed with water (2 x 50 mL) and brine (50 mL). The organic layer was separated and dried (phase separation cartridge), and the solvent was removed in vacuo. Purification by columnchromatography (Si02, 10-20% EtOAc in isohexane) gave a beige solid (390 mg, 57%). To a solution of this material (390 mg, 0.85 mmol) in DCM (6 mL) was added TFA (3 mL) and the resulting solution was stirred at r.t. for 15 minutes. The solvents were30removed in vacuo. The residue was dissolved in MeOH (5 mL), then placed on an SCX cartridge, washed (MeOH), eluted (7M ammonia in MeOH) and concentrated in vacuo to afford a white solid (304 mg, 100%). To a portion of this material (60 mg, 0.17 mmol) in NMP (1.2 mL) were added DIPEA (0.14 mL) and 4-chloropyrido[3,2-c/]pyrimidine (33 – – mg, 0.2 mmol). The resulting solution was heated under microwave irradiation at 150C for 1 h. Purification by preparative HPLC afforded the title compound (51 mg, 61%) as a beige solid. deltaEta (DMSO-ifc) 8.93-8.88 (2H, m), 8.54 (2H, d, J 11.51 Hz), 8.17 (IH, dd, J 8.46, 1.58 Hz), 7.90 (IH, dd, J 8.46, 4.25 Hz), 7.74 (IH, dd, J 8.94, 6.26 Hz), 7.33 (IH, t, J9.12 Hz), 5.91 (IH, m), 4.05-3.13 (8H, s), 2.58 (3H, m), 2.12-2.07 (IH, m), 1.67 (3H, d, J 6.71 Hz), 0.90-0.73 (4H, m). LCMS (ES+) 486 (M+H)+, RT 2.78 minutes (Method 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
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Synthetic Route of 1004524-64-4, 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 1004524-64-4 as follows.

Example 3: N-[4-(4-Aminopyrimidin-2-yloymethyl)-benzyl]-tetramethylrhodamine-6-carboxamide (3) and N-[4-(4-Aminopyrimidin-2-yloxymethyl)-benzyl]-tetramethylrhodamine-5-carboxamide (4) [Show Image] 2-(4-(Aminomethyl)benzyloxy)pyrimidin-4-amine (2) (3.6 mg, 0.016 mmol) and 5(6)-carboxytetramethylrhodamine succinimidyl ester (8.2 mg, 0.016 mmol) are dissolved in 800 muL DMF with 2.4 muL TEA and heated overnight at 31 C. The solvent is evaporated in vacuo and the compounds are isolated by reversed phase MPLC (medium pressure liquid chromatography) on a C18 column using a linear gradient of water:acetonitrile (from 95:5 to 20:80 in 20 min, 0.08% TFA). MS (ESI) m/z 643 [M-CI]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004524-64-4, its application will become more common.

Reference:
Patent; EPFL Ecole Polytechnique Federale de Lausanne; EP1882688; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, 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, Product Details of 504-17-6, blongs to pyrimidines compound. Product Details of 504-17-6

General procedure: A mixture of aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol) and CuFe2O4 (10 mol%)in distilled H2O was stirred for an appropriate time. After completionof the reaction (monitored by TLC), the resulted precipitatewasfiltered and dissolved in hot methanol and the catalyst was separatedand collected by an external magnetic and washed withacetone and EtOH several times and dried in an oven at 70 C toreuse in next reactions. The pure solid product was obtained viaevaporation the 2/3 of methanol and filtration. The solid productwas recrystallized from water/ethanol as solvent to afford the pureproducts. All of the products were identified by physical andspectroscopic data. Cream powder; M.P: 211 C Lit. [51] (M.Prep: 238 C, decompose).IR (KBr) n (cm1): 3452 (NH), 3054 (CeH, sp2 stretch), 2898(CeH, sp3), 1637 (C]O), 1440, 1559 (C]C, Ar). 1H NMR (DMSO-d6,400 MHz) d (ppm): 5.93 (s, 1H), 6.95e6.99 (d, 2H, J 6.0 Hz), 7.05 (s,1H), 7.15 (s, 2H), 7.60 (s, 1H), 7.91 (s, 1H), 11.33e12.00 (s, 3H).

The synthetic route of 504-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Naeimi, Hossein; Didar, Asieh; Journal of Molecular Structure; vol. 1137; (2017); p. 626 – 633;,
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Electric Literature of 59989-18-3, 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. 59989-18-3, name is 5-Ethynylpyrimidine-2,4(1H,3H)-dione, molecular formula is C6H4N2O2, 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.

Under argon, cuprous iodide (0.02 mmol, 3.8 mg) and tetraphenylphosphine were used Palladium (0.02 mmol, 23 mg) and 1-octane, 5-ethynyluracil. 4 mmol, 99.6 mg) were added successively to a solution of 4,4-dodecylalkynyl-2,6- (0.2 mmol, 225.8 mg). Triethylamine (5 mL) was injected into the above mixture with a syringe and incubated in an oil bath at 60 C In response to four hours. Thin layer chromatography, until the reaction is complete, the reaction is also added 20mL water quenching reaction. The product was extracted with ether (3 x 40 mL) and the organic phase was washed three times with water (3 x 40 mL). Anhydrous magnesium sulfate drying, vacuum distillation solvent. The crude product was separated and purified by column chromatography, and the eluent was dichloromethane: ethyl acetate = 10: 1, volume ratio. The product was recrystallized from n-pentane as a purple-red solid, 199 mg in 60% yield.

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 59989-18-3, 5-Ethynylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Tianjin University; Chen Zhijian; Liu Ping; (17 pag.)CN107056829; (2017); A;,
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Related Products of 108381-28-8, Adding some certain compound to certain chemical reactions, such as: 108381-28-8, name is 4-(Benzyloxy)-2-chloropyrimidine,molecular formula is C11H9ClN2O, 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 108381-28-8.

Step 1-Synthesis of (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb): (S)-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)aniline (ca) (68.6 mg1.00 equiv, 210.17 mumoles) was weighed into a microwave vial with a stirbar. 4-(benzyloxy)-2-chloropyrimidine (57.4 mg, 1.24 equiv, 260.13 mumoles), sodium t-butoxide (31.4 mg, 326.73 mmoles), bis(dibenzylideneacetone)palladium (8.6 mg14.96 mumoles) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (7.3 mg18.55 mumoles) were added, then the reaction vial was evacuated and purged with N2 3 times. Toluene (2 mL) was added, and the reaction was heated in a CEM microwave at 120 C. for 40 minutes with PowerMax off. The reaction was then filtered through Celite, washing with CH2Cl2. The crude material was concentrated under reduced pressure onto silica gel, and was then purified using flash chromatography on a 4 g column using a gradient of 0% to 100% EtOAc in heptane. The product containing fractions were concentrated to give (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb) (77 mg0.72 equiv150.80 mumoles71.75% yield) as an oil. 1H NMR (400 MHz, CDCl3) delta 8.40-8.33 (m, 2H), 8.18 (d, J=5.7, 1H), 7.66 (d, J=8.8, 2H), 7.49-7.30 (m, 5H), 6.28 (d, J=5.7, 1H), 5.44 (s, 2H), 4.48-4.29 (m, 2H), 4.09-3.45 (m, 6H), 2.72-2.49 (m, 2H), 2.03-1.91 (m, 2H), 1.72-1.50 (m, 2H), 1.34 (d, J=6.7, 3H).

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. 108381-28-8, 4-(Benzyloxy)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; US2010/331305; (2010); A1;,
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Synthetic Route of 3438-48-0 ,Some common heterocyclic compound, 3438-48-0, molecular formula is C10H8N2, 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.

The intermediate b (10 g, 0.06 mol)Was added to 500 mL of formamide,Stirred at room temperature for 30-60 minutes,After the intermediate b was completely dissolved,Transferred to the cold wells, the temperature control in 10 below,Dropping 20mL of concentrated sulfuric acid,While dropping hydrogen peroxide (50 mL)And aqueous ferrous sulfate heptahydrate solution (100 mL)Drop complete, 10-15 reaction 30min,After the reaction was completed, 2000 mL of water was added,Saturated sodium carbonate aqueous solution adjusted to pH 9,Dichloromethane was extracted three times (200 mL * 3)The combined dichloromethane was washed once with saturated brine,Dry methylene chloride as a white solid 5.7 g, yield 48%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3438-48-0, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Gong, Ping; Zhao, Yanfang; Liu, Yaijing; Di, Xin; Tang, Qidong; (42 pag.)CN104072480; (2016); B;,
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Application of 90905-33-2 ,Some common heterocyclic compound, 90905-33-2, molecular formula is C6H6N2O, 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 4-6 (5.5 g, 16.2 mmol), 5-formyl-2-methylpyrimidine (4-6a, 1.8g, 14.7 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) in 40 mL DMF wasadded K2C03 (4.07 g, 32 mmol). The mixture was stirred at ambient temperature for 15 hr, and concentrated to a paste. The residue was diluted with water, extracted with ethyl acetate, and dried over magnesium sulfate. Following concentration, the residue was chromatographed on silica gel (70 chloroform / 25 ethyl acetate / 5 methanol) to give 4-7 as a white solid. Rf= 0.20 (silica, 70 chloroform / 20 ethyl acetate / 10 methanol).?H NIVIR (400 MFIz, CDC13) oe 8. 80(s, 2H), 7.44 (d, 1H, J16Hz), 7.05 (d, 1H, J=7Hz), 6.81 (d,1H, J16Hz), 6.35 (d, 1H, J=7Hz), 4.72 (br s, 1H), 3.39 (m, 2H), 2.69 (s, 3H), 2.64 (m, 4H), 2.58(m, 2H), 1.91 (m, 2H), 1.74 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90905-33-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COX, Jason, M.; MA, Lijun; ZHOU, Xiaoyan; HAIMBACH, Robin, E.; COLEMAN, Paul, J.; ZHOU, Haihong; KELLEY, David, E.; STOCH, Selwyn Aubrey; DUONG, Le, T.; HOEK, Maarten; (68 pag.)WO2016/154369; (2016); A1;,
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