Category: pyrimidines

Reference of 1193-21-1, 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. 1193-21-1, name is 4,6-Dichloropyrimidine. A new synthetic method of this compound is introduced below.

45.0 g (302.1 mmol) of 4,6-dichloropyrimidine are initially charged in 450 ml of water. 26.3 g (302.1 mmol) of morpholine are added, and the mixture is stirred at 90 C. for 16 h. The mixture is then cooled to 0 C., and the precipitate formed is filtered off. The precipitate is washed once with 50 ml of water and air-dried.Yield: 51.0 g (85% of theory)LC-MS (Method 4): Rt=1.09 min; MS (ESIpos): m/z=200 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=8.35 (s, 1H), 6.95 (s, 1H), 3.62 (s, 8H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-21-1, 4,6-Dichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Thede, Kai; Flamme, Ingo; Oehme, Felix; Ergueden, Jens-Kerim; Stoll, Friederike; Schuhmacher, Joachim; Wild, Hanno; Kolkhof, Peter; Beck, Hartmut; Akbaba, Metin; Jeske, Mario; US2012/264704; (2012); 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.1421372-67-9, name is N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine, molecular formula is C25H29N7O3, molecular weight is 475.5429, as common compound, the synthetic route is as follows.COA of Formula: C25H29N7O3

A 125 ml autoclave was taken, and after replacing nitrogen three times, a compound F (1.50 g, 3.15 mmol) and a Raney nickel catalyst (0.70 g) were added and dissolved in ethyl acetate (30 ml), and the hydrogen was replaced twice and then charged with 2.0 MPa of hydrogen.The temperature was raised to 40 C to stir the reaction.Filter off and wash the filter cake twice with ethyl acetate (10 ml x 2).The filtrate was concentrated under reduced pressure at 40 C to give a dark green solid: 1.36 g.The molar yield was 96.90%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1421372-67-9, N1-(2-(Dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Technology Co., Ltd.; Zhang Xianyi; Jiang Youyu; Wang Chong; Gao Hongjun; Che Daqing; (10 pag.)CN108129342; (2018); A;,
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Synthetic Route of 58004-79-8 ,Some common heterocyclic compound, 58004-79-8, molecular formula is C6H5BrN2O, 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.

Step 2. 3-Amino-6-chloro-1-ethoxycarbonyl-2-(5-pyrimidinylcarbonyl)indole The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 5-bromoacetylpyrimidine (step 1). 1H-NMR (CDCl3) delta: 9.29 (1 H, s), 9.03 (2 H, s), 8.02 (1 H, d, J=1.6 Hz), 7.57 (1 H, d, J=8.4 Hz), 7.35 (1 H, dd, J=1.6, 8.4 Hz), 6.13 (2 H, br s), 4.01 (2 H, q, J=7.1 Hz), 1.02 (3 H, t, J=7.1 Hz).

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. 58004-79-8, 2-Bromo-1-(pyrimidin-5-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US6300363; (2001); B1;,
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Related Products of 36082-50-5 ,Some common heterocyclic compound, 36082-50-5, molecular formula is C4HBrCl2N2, 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.

ntermedate Iyi2coro56dilidrogm .d [4J,jjflpje7carbox(jata(amo-2-chloro-rimidin-4-amineTo a solution of 5-bromo-2,4dichloro-pyrimidine (150 g; 658 mmol) in THE (445 mL) was added ammoniumhydroxide (25% in water, 250 mL) and the resufting reaction mixture was stirred at room temperature for 90 mm. The mixture was subsequently evaporated to a small volume and partitioned between ethyl acetate and water. The organic phase wasseparated and washed with water and brine, dried over sodium sulfate, filtered andconcentrated to give 137.3 g (quant. yield) of 5-bromo2-chloro-pyrimidin4-amine.

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. 36082-50-5, 5-Bromo-2,4-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; BUIJSMAN, Rogier Christian; STERRENBURG, Jan Gerard; UITDEHAAG, Joost Cornelis Marinus; DE WIT, Joeri Johannes Petrus; ZAMAN, Guido Jenny Rudolf; WO2015/155042; (2015); A1;,
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Electric Literature of 1074-41-5, 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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol, molecular formula is C5H7N3OS, 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 6-amino-2-(alkylthio)pyrimidin-4(3H)-one 5 (1 mmol),1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 6 (1 mmol),arylaldehyde (1 mmol) and [gamma-Fe2O3HAp-SO3H] (0.05 g) in EtOH (10 mL) was heated under reflux. The progress of the reaction was monitored by TLC (EtOAc/petroleum: 2/1). After completion ofthe reaction, the catalyst was separated from the reaction mixture by external magnet and reused in the next run. The reaction mixture was cooled, and the solid obtained was recrystallised from EtOH/H2O to give the desired pure product.

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 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Mamaghani, Manouchehr; Taati, Zahra; Rasoulian, Mona; Yousefizad, Javad; Toraji, Nooshin; Mohsenimehr, Mona; Nia, Roghayeh Hossein; Journal of Chemical Research; vol. 40; 1; (2016); p. 29 – 34;,
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Electric Literature of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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.

Add the amine obtained in Step 1 (550 mg, 3.37 mmol), Et3N (680 mg, 6.74 mmol) to THF (10 mL), cool to 0C on ice bath. Add slowly a solution of phenyl chloroformate (789 mg, 5.06 mmol) in THF. After addition, stir the reaction on ice bath for 20 hrs. Remove the volatiles under reduced pressure. Purification by chromatography (silica gel, EtOAc_PE=l :3) affords the target compound (160 mg, 17%). MS: (M+l): 284.1

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
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Application of 4595-60-2, Adding some certain compound to certain chemical reactions, such as: 4595-60-2, name is 2-Bromopyrimidine,molecular formula is C4H3BrN2, 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 4595-60-2.

Add to dry three-necked flask with reflux condenser and magnetic rotor 2,7-dibromo-carbazole (1.66g, 5.10mmol, 1.0 eq), 2-bromopyrimidine (0.97 g, 6.10 mmol, 1.2 equiv.), Copper (I) iodide (19.4 mg, 0.10 mmol, 0.02 eq) Lithium tert-butoxide (0.82 g, 10.2 mmol, 2.0 equiv.), Nitrogen replacing three times an d then 1-methylimidazole (16.0 uL, 0.20 mmol, 0.04 equiv) and toluene (20 mL) were added. The reaction mixture was refluxed with stirring at 130 C for 1 day. The TLC was monitored by TLC to obtain the starting 2,7-dibromocarbazole. Saturated sodium sulfite solution was quenched, filtered, washed thoroughly with ethyl acetate, separated from the organic phase in the mother liquor, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to remove the solvent. The resulting crude product was purified by silica gel column chromatography eluting with petroleum ether / methylene chloride = 5: 1 to 3: 2 to give 2.03 g of A-2Br as a white solid in a yield of 99%.

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. 4595-60-2, 2-Bromopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang University of Technology; Ruisheng Optoelectric Science And Technology (Changzhou) Co., Ltd.; Li Guijie; She Yuanbin; Zhao Xiangdong; Chen Shaohai; (45 pag.)CN107383108; (2017); A;,
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Related Products of 124703-78-2, 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 124703-78-2, name is 6-Ethylpyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

To 70 g (0.56 mol) A-4 in acetic acid is added 127 g (0.56 mol) NIS portion wise at RT within 15 min. The reaction is stirred at RT until all starting material is consumed (30 h). The reaction mixture is diluted with water and the solid product is filtered off, washed with an aqueous sodium thiosulfate solution to remove excess iodine and dried in vacuo. Yield: 90 g (64 %).

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 124703-78-2, 6-Ethylpyrimidin-4(3H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, VAN DER, Lars; KRAEMER, Oliver; WO2012/101184; (2012); 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.2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, molecular formula is C4H4N2O5, molecular weight is 160.085, as common compound, the synthetic route is as follows.Product Details of 2244-11-3

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.10 5-[2-(4′-(N,N-Dimethylaminocarbonyl)biphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (17) 62% Yield, mp > 250 C 1H NMR delta 11.45 (s, 2H, NH), 8.05 (d, 2H, Jo = 8.3), 7.88 (d, 2H, Jo = 8.3), 7.81 (d, 2H, Jo = 8.3), 7.52 (d, 2H, Jo = 8.3), 7.32 (s, 1H, OH), 3.93 (s, 2H), 2.98 (s, 3H), 2.94 (s, 3H). Anal. % (C21H19N3O6) calculated: C 61.61, H 4.68, N 10.25; found C 61.22, H 4.94, N 10.49.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, and friends who are interested can also refer to it.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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. Application In Synthesis of 2-Chloro-4-methylpyrimidine

Step B: lambda/-{3-[(2-Chloro-4-pyrimidinyl)acetyl]phenyl}-/V- methylcyclohexanecarboxamide; To a solution containing 4.5 g (16.3 mmol) of ethyl 3-[(cyclohexyicarbonyl)- aminojbenzoate was added 10.2 ml. (16.3 mmol) of a 1.6 M solution of 4-methyl-2- chloropyrimidine in THF. The solution was cooled to 0 0C and 49 ml_ (49.0 mmol) of a 1.0 M solution of LHMDS in THF was added slowly. The reaction mixture was allowed to stir at 0 0C for 2 h, at which time an additional 5 ml_ (8.0 mmol) of a 1.6 M solution of 4-methyl-2-chloropyrimidine in THF and an additional 10 mL (10 mmol) of a 1.0 M solution of LHMDS in THF was added. The reaction mixture was allowed to warm to rt and stirred for an additional 12 h, then quenched by the addition of aqueous NH4CI and extracted with DCM. The combined organic layers were dried over MgSO4 and filtered, and the solvent was removed under reduced pressure. The residue was subjected to silica gel chromatography, eluting with an EtOAchexane mixture, to give 2.96 g (51%) of the title compound of Step B as an off white solid: 1H-NMR (CDCI3, 400 MHz) delta 13.73 (s, 1 H), 8.39 (d, 1 H, J = 5.5 Hz), 8.1 (s, 1 H), 7.59 (d, 1 H, J = 7.8 Hz)1 7.40 (t, 1 H, J = 7.9 Hz), 7.00 (s, 1 H), 6.91 (d, 1 H, J = 5.5 Hz), 6.09 (s, 1 H), 2.23 – 2.29 (m, 1 H), 1.95 – 2.00 (m, 2 H), 1.85 – 1.88 (m, 2 H), 1.73 – 1.75 (m, 1 H), 1.53 – 1.61 (m, 2 H), and 1.25 – 1.43 (m, 4 H); ESIMS: 358.20 (M+H+).

With the rapid development of chemical substances, we look forward to future research findings about 13036-57-2.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia