Pyrimidines

Application of 13036-50-5, 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 13036-50-5 as follows.

To the obtained 2-chloro-4-phenylpyrimidine was added concentrated hydrochloric acid (~10 N) and stirred well. The homogeneous mixture was refluxed for 1 hour. The reaction mixture was poured into 10% aqueous sodium carbonate solution. The white precipitate was filtered off and dried to give a white solid. TLC was observed at Rf: 02 (chloroform: methanol (9.5: 0.5)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-50-5, its application will become more common.

Reference:
Patent; CHUNGNAM NATIONAL UNIVERSITY INDUSTRY & ACADEMIC COOPERATION (IAC); JUNG, SANG HUN; WOO, SUN HEE; KIM, SANG KYUM; JEON, EUN SEOK; LEE, YOU JUNG; MANICKAM, MANOJ; JALANI HITESHKUMAR, HITESHKUMAR; SHARMA, NITI; (234 pag.)KR2015/111825; (2015); A;,
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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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine, molecular formula is C16H11ClN2, 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: 2915-16-4

Intermediates in a nitrogen environment I-3 (10 g, 23.1 mmol)Was dissolved in 0.1 L of tetrahydrofuran (THF), and the solution was added thereto by the Tokyo Chemical Industry (http://www.tcichemicals.com/)2-chloro-4,6-diphenylpyrimidine (6.16 g, 23.1 mmol)And tetrakis (triphenylphosphine) palladium (0.27 g, 0.23 mmol)And the mixture was stirred. Saturated water-saturated potassuim carbonate (7.98 g, 57.8 mmol) was added and heated at 80 C for 10 hours to reflux. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with dichloromethane (DCM). The extract was dried over anhydrous MgSO 4, filtered, and concentrated under reduced pressure. The residue thus obtained was separated and purified by flash column chromatography to obtain Compound 2 (10.5 g, 85%).

With the rapid development of chemical substances, we look forward to future research findings about 2915-16-4.

Reference:
Patent; Samsung SDI Co., Ltd; Lee Han-il; Ryu Eun-seon; Jeong Seong-hyeon; Han Su-jin; Kang Dong-min; Shin Chang-ju; Lee Byeong-gwan; Jeong Su-yeong; (46 pag.)KR2018/123660; (2018); A;,
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Related Products of 873-83-6, 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. 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

196 g of water and 4 g of PTS were added to a 500 ml glass reactor equipped with mechanical stirring, stirred at 70 C for 2 hours, cooled to 55 C, and solid 6-aminouracil (20.0 g, 1.0 eq., 157.4 mmol) was added and stirred to form a suspension. Then, benzaldehyde (10.0 g, 0.6 eq., 94.4 mmol) was added and stirred at 55 C for 5-8 hours at high speed to obtain an off-white suspension. The progress of the reaction was confirmed by HPLC or TLC to ensure complete conversion of the starting material, cooling to 30 C, filtration The filter cake was washed with 30 ml of hot water, and the wet cake was air-dried at 100 C for 3 hours to obtain 24.0 g of a white solid with a purity of 97.9% and a yield of 89.1%.

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 873-83-6, 6-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Guangzhou Zhenlaimai New Materials Technology Co., Ltd.; Xiao Juan; Qi Tafamingrenqingqiubugongkaixingming; (11 pag.)CN110041270; (2019); A;,
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Electric Literature of 1004524-64-4, 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.1004524-64-4, name is 2-((4-(Aminomethyl)benzyl)oxy)pyrimidin-4-amine, molecular formula is C12H14N4O, molecular weight is 230.27, as common compound, the synthetic route is as follows.

Added to a 1.5 ml Eppendorf tube were 1 mumol of aminomethylbenzylcytosine in solution in 26 mul of anhydrous dimethylsulfoxide, 1 mumol of Tb(KR)-NHS in solution in 110 mul of anhydrous dimethylsulfoxide and 4 mul of diisopropylethylamine. The reaction mixture was stirred for two hours. The reaction was monitored by HPLC on a Merck Lichrospher RP 18, 5 mum, 125*4.6 column with a gradient of acetonitrile in water containing 25 mM of triethylammonium acetate. A purification by preparative HPLC was carried out on a Vydac C18, 10 mum, 250*22 column with a gradient of acetonitrile in water containing 25 mM of triethylammonium acetate. The fractions were collected and concentrated under reduced pressure. A white solid was obtained (350 nmol by optical density measurement, 35%) corresponding to the desired product. MS (ES+) m/z: [M+H+] 1645.2 [M+2H+]/2 823.4.

Statistics shows that 1004524-64-4 is playing an increasingly important role. we look forward to future research findings about 2-((4-(Aminomethyl)benzyl)oxy)pyrimidin-4-amine.

Reference:
Patent; Cis Bio International; Bourrier, Emmanuel; Laget, Michel; Lamarque, Laurent; Tinel, Norbert; Trinquet, Eric; Bazin, Herve; US9024022; (2015); B2;,
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Electric Literature of 10325-70-9 , The common heterocyclic compound, 10325-70-9, name is 5-Acetylpyrimidine, 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.

553-1 A mixture of 1-(pyrimidin-5-yl)ethanone (525 mg) and N,N-dimethylformamide dimethyl acetal (3 mL) was stirred for 2 hours under heating to reflux. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. tert-Butyl methyl ether was added to the obtained residue, and the solid matter was collected by filtration, thereby obtaining (E)-3-(dimethylamino)-1-(pyrimidin-5-yl)prop-2-en-1-one (657 mg). MS m/z (M+H): 178.

The synthetic route of 10325-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
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Electric Literature of 1032452-86-0, 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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows.

N- (2- ( (2- (Dimethylamino) ethyl) (methyl) amino) -6-methoxy-5- (4- (1-methyl-1H-indol-3-yl)pyrimidin-2-ylamino) pyridin-3-yl) acrylamide (1) The mixture of N- (5-Amino-2- ( (2- (dimethylamino) ethyl) (methyl) amino) -6-methoxypyridin-3-yl) acrylamide (1g) (3.6 mg, 0.012 mmol) , 3- (2-chloropyrimidin-4-yl) -1-methyl-1H-indole (1h) (6.0 mg, 0.025 mmol) (prepared by following the literature, WO2013/14448) , and p-TsOH¡¤H2O (4.7 mg, 0.025 mmol) in 2-pentanol (0.5 mL) was heated at 105 for 2 h. Solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with DCM/methanol (95:5) to give N- (2- ( (2- (Dimethylamino) ethyl) (methyl) amino) -6-methoxy-5- (4- (1-methyl-1H-indol-3-yl) pyrimidin-2-ylamino) pyridin-3-yl) acrylamide (1) (5.0 mg, 82) . MS-ESI (m/z) : 500 [M + 1]+.

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO LTD; LI, Tongshuang; ZHAO, Xingdong; TIAN, Qiang; ZHANG, Weipeng; LIU, Hongbin; WANG, Xianlong; TAN, Haohan; TAN, Rui; LIU, Qihong; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; WO2015/188777; (2015); A1;,
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Application of 31462-59-6, 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 31462-59-6, name is Pyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

General Procedure 8 Thionyl chloride (3.55 mL, 48.4 mmol, 3 eq) was added drop-wise to a solution of pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with saturated aqueous NaHCO3 to pH 8. The basic solution was then extracted with EtOAc (450 mL). The combined organic layers were washed with brine (30 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford Intermediate 23 (1.7g, 77%). 1H NMR: (DMSO-d6) delta 9.40 (d, J=1.0 Hz, 1H), 9.10 (d,J=5.1Hz, 1H), 8.05 (dd, J=5.1, 1.3 Hz, 1H), 4.39 (q, J=7.1Hz, 2H), 1.35 (t, J=7.1Hz, 3H); MS: 153 [M+H]+; TLC: 40% hexane in EtOAc: Rf: 0.40.

According to the analysis of related databases, 31462-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERSEON CORPORATION; Short, Kevin Michael; Pham, Son Minh; Williams, David Charles; Datta, Somalee; (82 pag.)US2017/326125; (2017); A1;,
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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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, the common compound, a new synthetic route is introduced below. Recommanded Product: 1211443-61-6

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

The synthetic route of 1211443-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
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Electric Literature of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, 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 153435-63-3.

Example 6 4-tert-butyl-7V-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-[2,2′]bipyrimi(iinyl- 4-yl] -benzenesu lfonam ide (Bosentan)To a solution of 13 (3 g, 5 mmol), dry cesium fluoride (1.7 g, 11 mmol) and bis(tri-t-butylphosphine)palladium (0) (255 mg, 0.5 mmol) in dry 1,4-dioxane (60 mL) was added 2-tributylstannyl pyrimidine (2.2 g, 6.0 mmol). The reaction mixture was stirred at 100-110 0C for 16 h under a stream of nitrogen, then cooled to room temperature and filtered through a pad of Celite. The filtrate was concentrated and the resulting residue was purified by column chromatography on silica gel. The title compound (2.23 g, 81 %) was obtained as a pale yellow solid. The crude bosentan was taken up in 6.7 mL of absolute ethanol at reflux. Water (6.7 mL) was added dropwise at reflux. The resulting suspension was allowed to slowly cool to 20-250C. The precipitate was filtered and air-dried at 250C to afford 2.0 g of bosentan monohydrate (70 % yield) as a white solid.1H-RMN (200 MHz, de-DMSO): 1.29 (s, 9H); 3.85 (m, 2H); 3.93 (s, 3H); 4.59 (m, 2H); 6.81-7.18 (m, 4H), 7.43 (d, J = 8.0 Hz, 3H); 8.45 (d, J = 8.0 Hz, 2H); 9.01 (s, 2H) ppm.DSC-TG: endothermic peak at 116.53 0C, with a loss of weight of 3.1 % (monohydrate).D10: 1.36 mum, D50: 20.32 mum, D90: 56.64 mum

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INKE, S.A.; RODRIGUEZ ROPERO, Sergio; HUGUET CLOTET, Juan; WO2010/12637; (2010); A1;,
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Electric Literature of 156-81-0, 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.156-81-0, name is Pyrimidine-2,4-diamine, molecular formula is C4H6N4, molecular weight is 110.1172, as common compound, the synthetic route is as follows.

To a mixture of 2,4-diaminopyrimidine (5.5 g, 0.05 mol, 1.0 eq.) and THF (200 ml) was added pyridinium tribromide (17.5 g, 0.055 mol, 1.1 eq) at 0 C. in three portions. The resulting mixture was stirred at about 0 C. for two hours, filtered and washed with THF (20 ml). The yellow solid was mixed with water (100 ml) and the resulting mixture was neutralized with 10% NaOH solution to a pH of about 7. Stirring was continued at room temperature for 30 minutes, after which the mixture was filtered, washed with water (2¡Á20 ml) and dried under vacuum at 50 C. to give 8.2 g (87%) of 2,4-diamino-5-bromo-pyrimidine as a white solid. 1H NMR, HPLC and LCMS analyses of this product are identical to the product described in Step 1 of Example 1.

The chemical industry reduces the impact on the environment during synthesis 156-81-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Anadys Pharmaceuticals, Inc.; US2007/117979; (2007); A1;,
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Pyrimidine – Wikipedia