Category: pyrimidines

Reference of 160199-05-3, Adding some certain compound to certain chemical reactions, such as: 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine,molecular formula is C10H4Cl2N2S, 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 160199-05-3.

2,4-dichlorobenzo [4,5] thieno [3,2-d] pyrimidine (32 g, 125.6 mmol)(35 g, 138 mmol), 4,4,5,5-tetramethyl-2- (naphthalen-2-yl) -1,3,2-dioxaborolanePd (PPh3) 4 (5.80 g, 5.02 mmol),K2CO3 (52 g, 376.41 mmol), THF (440 mL),Water (220 ml) was added, and the temperature of the reaction product was increased to 80 C, followed by stirring for 6 hours. When the reaction is terminated, water is removed from the reaction,After filtration under reduced pressure, it was dried with MgSO4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 19.58 g (yield: 45%) of the product.

According to the analysis of related databases, 160199-05-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Yoon Jin-ho; Jeong Ho-yeong; Park Mu-jin; Kim Jeong-seok; Lee Seon-hui; (46 pag.)KR2018/128292; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: Anhydrous potassium carbonate (1.3821 g, 10 mmol) and substituted phenacyl halides (10 mmol) were added in succession to a suspension of 6-substituted-2-thiouracils(10 mmol) in dry N,N-dimethylformamide (10 mL). After stirring for 3 h at room temperature, the mixture was quenched with water (100 mL) and filtered. The resulting solid was crystallized from a suitable solvent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Cai, Dong; Zhang, Zhi-Hua; Chen, Yu; Yan, Xin-Jia; Zhang, Shi-Ti; Zou, Liang-Jing; Meng, Li-Hong; Li, Fang; Fu, Bing-Jie; Medicinal Chemistry Research; vol. 25; 2; (2016); p. 292 – 302;,
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Application of 32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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.

Sodium iodide (3.75 g, 25.0 mmol) and a 55 wt% aqueous hydriodic acid solution (1.48 g) were added sequentially to a chloroform solution (8.0 ml) of 5-bromo-2-chloropyrimidine (2.90 g, 15.0 mmol), at 0C, and stirring was carried out at room temperature for 20 hours. After completion of the reaction, the reaction solution was poured into ice water, followed by extraction with ethyl acetate. The extract was washed sequentially with water and saline, and then dried over anhydrous sodium sulfate. The resulting organic layer was concentrated to afford 5-bromo-2-iodopyrimidine (3.00 g) as a colorless amorphous substance. This product was used in the next reaction without purification.

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 32779-36-5, 5-Bromo-2-chloropyrimidine.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2258697; (2010); A1;,
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Application of 55583-59-0, 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.55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, molecular weight is 179.01, as common compound, the synthetic route is as follows.

In a reaction vessel, 4,6-dichloropyrimidine-2,5-diamine (500 mg, 2.79 mmol), trans-2-phenylvinylboronic acid (0.945 g, 6.42 mmol), sodium carbonate (1.48 g, Ethanol (7 mL) and distilled water (7 mL) were added to a solution of 14.0 mmol) and tetrakis (triphenyl phosphine) palladium (0) (322 mg, 0.279 mmol) in toluene (28 mL) at room temperature, and argon was added. After stirring under heating and reflux conditions for 20 hours under an atmosphere, the reaction solution was cooled to room temperature. Distilled water (8 mL) was added and stirred, and the separated aqueous layer was extracted three times with ethyl acetate (12 mL). After that, the whole organic layer is combined, saturated aqueous sodium chloride solution (12 mL) is added thereto, the mixture is stirred and washed, anhydrous sodium sulfate is added to the separated organic layer for dehydration, and the filtrate after filtration is depressurized. Concentrated. The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4,6-Di ((E) -styryl) pyrimidine-2,5-diamine(0.72 g, 82% yield).

Statistics shows that 55583-59-0 is playing an increasingly important role. we look forward to future research findings about 2,5-Diamino-4,6-dichloropyrimidine.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6Cl2N2O2

To a flask charged with a solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (0766) (200 mg, 0.905 mmol) and fert-butyl (4-amino-2-methylbutan-2-yl)carbamate, HCl (216 mg, 0.905 mmol) in acetonitrile (3.6 mL) was added Hiinig’s Base (474 mu, 2.71 mmol). The reaction mixture was stirred at ambient temperature under N2 (g) for 1 h. The crude material was purified using silica gel chromatography eluting with a gradient from 0 to 25% ethyl acetate in hexanes to afford ethyl 4-((3-((tert-butoxycarbonyl)amino)-3- methylbufyl)amino)-2-chloropyrimidine-5-carboxylate (248 mg, 0.641 mmol, 71 % yield) as a yellow oil. ES [MS] m/z: 387.05 [M+H]+.

The synthetic route of 51940-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ARAUJO, Erika M. V.; CHEN, Yan; DASGUPTA, Bireshwar; DEGNAN, Andrew P.; HILL, Matthew D.; KUMI, Godwin Kwame; MASTALERZ, Harold A.; WITTMAN, Mark D.; PEARCE, Bradley C.; ZHANG, Guifen; (172 pag.)WO2019/90198; (2019); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, 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, Safety of 2,4-Dichloro-5-fluoropyrimidine, blongs to pyrimidines compound. Safety of 2,4-Dichloro-5-fluoropyrimidine

Under N2 atmosphere, 2,4-dichloro-5-fluoro-pyrimidine (6.3 g), commercially available, was dissolved in 1,2-dimethoxyethane (60 mL). Bis(triphenylphosphine)palladium(II) chloride (2.5 g) and 2M aqueous sodium carbonate solution (50 mL) were then added. Mixed solution was dropped at 80 C4-fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolane-2-yl) -1H-benzimidazole(10 g) 1,2-dimethoxyethane (50 mL) solution. The reaction was stirred at 84 C for 1 hour and the reaction was monitored by TLC. Cooled to room temperature, the resulting mixture was extracted with EtOAc (40 mL X 3) and the combined organic phases were washed with saturated brine (40 mL X 3). After drying over anhydrous sodium sulfate, the crude product was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to obtain the target Compound (5g).

The synthetic route of 2927-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhenjiang Sheng’an Pharmaceutical Co., Ltd.; Peng Kuai; (13 pag.)CN104892580; (2018); B;,
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Electric Literature of 76780-96-6 ,Some common heterocyclic compound, 76780-96-6, molecular formula is C9H10Cl2N2, 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 solution of 2,4-dichloropyrrolo[1,2-f][1,2,4]triazine (4a) (0.5 g, 2.7 mmol) in 2-Propanol (6 mL) was added (S)-pyrrolidin-2-ylmethanol (0.39 mL, 4.0 mmol), DIPEA (1.39 mL, 8.0 mmol) and heated at 90 C for 1 hr. The reaction was cooled to room temperature and solid obtained was collected by filtration to afford (S)-(l-(2-chloropyrrolo[2,l-f][l,2,4]triazin-4- yl)pyrrolidin-2-yl)methanol (96a) (0.49 g, 73 % yield) as a white solid; NMR (300 MHz, DMSO-i/e): delta 7.70 (dd, J= 2.6, 1.4 Hz, 1H), 6.97 (dd, J= 4.7, 1.6 Hz, 1H), 6.80 – 6.57 (m, 1H), 5.15 (t, J = 5.7 Hz, 1H, D2O exchangeable), 4.87 (t, J= 5.7 Hz, 1H), 4.44 (d, J= 17.8 Hz, 1H), 4.05 – 3.82 (m, 1H), 3.72 – 3.39 (m, 2H), 2.22 – 1.84 (m, 4H). MS (ES+): 253.3, 255.3 (M+2); MS (ES-): 287.2, 289.2 (M+Cl).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76780-96-6, its application will become more common.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
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Pyrimidine – Wikipedia

Reference of 171887-03-9, 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. 171887-03-9, name is N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide, molecular formula is C5H4Cl2N4O, 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.

5.7 mmol) and DIPEA (2.6 mL; 15.2 mmol) were added to a solutionof 3-amino-1-trityloxymethylphospholane 1-oxide 15 (1.5 g;3.8 mmol) in n-butanol (50 mL). The reaction mixture was stirredfor 40 h at 130 C and evaporated. 3-(2-Amino-6-chloropurine-9-yl)-1-trityloxymethylphospholane 1-oxide 23 was purified bychromatography on silica gel (first isocraticwash with 50% acetone/toluene, second elution with gradient of 0e10% ethanol in chloroform).ESI-MS calcd for C29H28ClN5O2P (M H) 544.2, 546.2 found544.1, 546.1.

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 171887-03-9, N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
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Related Products of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-4,6-diphenylpyrimidine 750 g (0.41 mmol) of 1,3,5-trichloropyrimidine, 100 g (0.82 mol) of phenylboronic acid and 625 ml of 4 M NaHCO3 solution are suspended in 2.5 l of ethylene glycol dimethyl ether. 2.3 g (10.23 mmol) of Pd(OAc)2 and 10.35 g (34 mmol) of P(o-Tol)3 are added to this suspension, and the reaction mixture is heated under reflux for 16 h. The mixture is subsequently partitioned between ethyl acetate and water, and the organic phase is washed three times with water and dried over Na2SO4 and evaporated in a rotary evaporator. The residue remaining is recrystallised from heptane/toluene. The yield is 43 g (0.15 mol, 38%).

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 3764-01-0, 2,4,6-Trichloropyrimidine.

Reference:
Patent; Merck Patent GmbH; Pflumm, Christof; Buesing, Arne; Parham, Amir Hossain; Fortte, Rocco; Heil, Holger; Stoessel, Philipp; Mujica-Fernaud, Teresa; US2013/53558; (2013); 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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloropyrimidine

A round bottom flask containing 10 g (67.1 mmol) of the compound B-12 was charged with 9.8 g (80.5 mmol) of the compound B-11 and 2.33 g (2.01 mmol) of Pd(PPh3)4 was charged and filled with argon gas. 240 mL of toluene, 120 mL of ethanol and 120 mL of 2M K2CO3 were added and the mixture was refluxed and stirred for 4 hours. Cooled to room temperature, extracted with EA and washed with water. The obtained organic layer was dried and purified by silica column to obtain 11 g (86%) of Compound B-13.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Patent; Rohm and Haas Electronic Materials Korea Co., Ltd.; LEE, SOO YONG; KIM, YOUNG GIL; CHO, YOUNG JUN; KWON, HYUK JOO; KIM, BONG OKH; KIM, SUNG MIN; YOON, SUNG SOO; (30 pag.)KR2015/34146; (2015); A;,
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