Pyrimidines

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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 42754-96-1

A mixture of Compound IA (94.5 mg, 0.5 mmol) and sulfanilamide Compound IB (161.8 mg, 0.6 mmol) in dioxane (5 mL) was refluxed overnight; and was cooled to room temperature. The yellow precipitate was collected by filtration and was separated by HPLC to give Compound 1 as a pale yellow solid (70 mg, 41% based on TFA salt). 1H NMR ((CD3)2CO) delta 10.10 (s, IH), 9.70 (s, IH), 8.22 (s, IH), 8.20 (d, 2H), 8.00 (d, 2H), 7.80 (d, 2H), ), 7.75 (d, 2H), 7.30 (s, 2H), 7.15 (s, 2H); MS 461 (M-HH+), 483 (M+Na+).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 62802-38-4, 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. 62802-38-4, name is 5-Bromo-2-fluoropyrimidine. A new synthetic method of this compound is introduced below.

General procedure: 5-Bromo-2-fluoropyridine (0.5 mmol), an N-heterocyclic amine (1.0 mmol) and K2CO3 (1.0 mmol) were added to a 25-mL Schlenk tube, followed by addition of DMSO (2 mL). The reaction mixture was heated to 70 C for 24 h under air atmosphere. Then, the reaction mixture was added to brine (15 mL) and this mixture was extracted with CH2Cl2 (3 × 15 mL). The combined extracts were concentrated under reduced pressure and the product was isolated by flash chromatography on a silica gel (200-300 mesh) column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-38-4, its application will become more common.

Reference:
Article; Tao, Sheng; Ji, Enhui; Shi, Lei; Liu, Ning; Xu, Liang; Dai, Bin; Synthesis; vol. 49; 23; (2017); p. 5120 – 5130;,
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Pyrimidine – Wikipedia

Reference of 33034-67-2, 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.33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

Step 7: To a solution of l-isopropyl-7-(methylthio)-l,2,3,4-tetrahydropyrazino[l,2-a]indole (50 mg, 0.19 mmol) in ‘PrOH (2 mL) was added 2-chloro-4-(trifluoromethyl)pyrimidine (105 mg, 0.58 mmol) and DIEA (185 mg, 0.96 mmol). The mixture was stirred at 100 °C for 4 h. The mixture was concentrated under vacuum and the residue was purified by preparative TLC to afford l-isopropyl-7-(methylthio)-2-(4-(trifluoromethyl)pyrimidin-2-yl)-l,2,3,4- tetrahydropyrazino[l,2-a]indole (45 mg, 57.7percent yield) as a yellow oil.LC-MS MS (ESI) m/z 407.1 [M + H]+.

Statistics shows that 33034-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138565; (2013); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7752-72-9, 5-Chloro-6-methylpyrimidin-4(3H)-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, Application In Synthesis of 5-Chloro-6-methylpyrimidin-4(3H)-one, blongs to pyrimidines compound. Application In Synthesis of 5-Chloro-6-methylpyrimidin-4(3H)-one

2) The Preparation of Intermediate 4,5-dichloro-6-methylpyrimidine 50 ml of POCl3 was added dropwise to a solution of 14.5 g (0.1 mol) of 4-hydroxyl-5-chloro-6-methylpyrimidine in 50 mL of toluene, the mixture was refluxed for 5-7 h after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl3, and then poured into ice water. The water phase was extracted with ethyl acetate (3*50 ml), the organic phases were emerged, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column to give 14.43 g as yellow liquid with yield of 88.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-72-9, 5-Chloro-6-methylpyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SINOCHEM CORPORATION; Liu, Changling; Guan, Aiying; Lan, Jie; Wang, Lizeng; Wang, Bin; Zhu, Minna; Sun, Qin; Ren, Weijing; Feng, Cong; Ren, Lanhui; Chai, Baoshan; Li, Zhinian; US2015/225378; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7627-44-3, 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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine, molecular formula is C5H3Cl2IN2, 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.

A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine 2 (7.0 g, 24.2 mmol), 2,6- dimethylaniline (3.8 g, 31.4 mmol), K2CO3 (5.0 g, 36.2 mmol) in acetone (60 mL) was stirred at 55 C overnight. The solvent was removed and the residue was extracted with EtOAc (150 mL x 3). The combined organic phase was washed with brine (80 mL x 3), dried with Na2S04, filtered, and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether / EtOAc = 8/1, 4/1, 1/1) to get N-((2,4-dichloropyrimidin-5- yl)methyl)-2,6-dimethylaniline 3 as a light brown solid (4.5 g, yield 66%). LCMS (m/z): 282.3 [M + H]+.

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; DANA-FARBER CANCER INSTITUTE, INC.; MURAKAMI, Ryo; FISHER, David, E.; MUJAHID, Nisma; GRAY, Nathanael, S.; (0 pag.)WO2018/160774; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1224288-95-2 ,Some common heterocyclic compound, 1224288-95-2, molecular formula is C7H4N4O, 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.

A mixture of 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile (1.33 g, 8.31 mmol) and POCl3 (7.74 mL, 83 mmol) was heated at 150 C. for 3 hours and cooled to room temperature. After concentration in vacuo, the residue was purified by column chromatography on SiO2 (Hex:EtOAc=2:1) to afford 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile (343 mg, 23%) as a white solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 7.09 (1H, d, J=7.6 Hz), 8.39 (1H, s), 8.68 (1H, d, J=7.2 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. 1224288-95-2, 5-Oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 153435-63-3, 2-(Tributylstannyl)pyrimidine, 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, SDS of cas: 153435-63-3, blongs to pyrimidines compound. SDS of cas: 153435-63-3

(S)-(5-(((5-chloropyridin-2-yl)amino)methyl)-6-azaspiro[2.5]octan-6-yl)(5-fluoro-2-(pyrimidin-2-yl)phenyl)methanone Intermediates 4 (1 eq) was dissolved dry DMF (20 ml/mmol), then CsF (2 eq), CuI (0.2 eq), [Ph3P]4Pd (0.1 eq) and 2-(tributylstannyl)pyrimidine (1.5 eq; prepared according to Eur. J. Org. Chem. 2003, 1711-1721) was added. The mixture was warmed at 130 C. for 10 minutes (microwave), then poured in aqueous saturated solution of NH4Cl and extracted with AcOEt. The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; crude product was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1) to obtain the title compound with yield of 15%. 1HNMR (CDCl3) delta ppm 8.80-8.93 (m, 1H), 8.64 (d, 1H), 8.24-8.50 (m, 1H), 7.83-8.08 (m, 1H), 6.89-7.40 (m, 4H), 6.17-6.56 (m, 1H), 5.11-5.25 (m, 1H), 4.3-4.9 (m, 1H), 3.6-4.0 (m, 2H), 3.01-3.47 (m, 2H), 1.92-2.38 (m, 1H), 1.45-1.8 (m, 1H), 0.65-1.12 (m, 1H), 0.17-0.59 (m, 4H). ESI+m/z 474 [M+Na]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ROTTAPHARM S.P.A.; Stasi, Luigi Piero; Rovati, Lucio; US2013/310400; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 956034-07-4, 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.956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine, molecular formula is C6H2Cl2N2O, molecular weight is 188.9989, as common compound, the synthetic route is as follows.

Under nitrogen, to a suspension of compound 5-a (640 mg, 1.65 mmol), compound 30-c (280 mg, 1.49 mmol) and potassium carbonate (720 mg, 5.2 mmol) in 1,4-dioxane (2 mL) and water (6 mL) was added Pd(PPh3)4 (57 mg, 0.05 mmol), the mixture was heated to 80 C. and stirred for 16 hours. The mixture was then concentrated under reduced pressure, the residue was diluted with water (20 mL), extracted with dichloromethane (20 mL×3). The organic layer were combined, washed with water (10 mL×3) and saturated brine (10 mL) in sequence, then dried over anhydrous sodium sulfate, filtrated, the filtrate was concentrated under reduced pressure. The residue was purified by silica column chromatography (petroleum ether:ethyl acetate=3:1) to give light yellow solid 30-b (620 mg, yield: 70%). LC-MS (ESI): nm/z=415 [M+H]+.

Statistics shows that 956034-07-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichlorofuro[3,2-d]pyrimidine.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 695-85-2, 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. 695-85-2, name is 4-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, 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.

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2 O, brine), dried (Na2 SO4) and evaporated to give a gum. This gum was triturated with hexane (x3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2 /ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27%) and then the desired product (1.2 g, 30%) as a light pink solid: m.p. 70-72 C.; IR (KBr) 1690, 1575 cm-1; 1 H nmr (200 MHz, CDCl3) delta 8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m, 3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H).

According to the analysis of related databases, 695-85-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US5434154; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4Cl2N2S

Prepared by methods substantially similar to those set forth in Koppell et al, JOC, 26,1961, 792, in the following manner. To a stirred solution of 4, 6-dichloro-2- (methylthio) pyrimidine (50 g, 0.26 mol) in dichloromethane [(1] L) at [0C] was added meta-chloroperoxybenzoic acid (143.6 g, 0.64 mol) over a period of 20 minutes. The solution was allowed to warm to room temperature and was stirred for 4 hours. The mixture was diluted with dichloromethane (1.5 L) and then treated sequentially with 50% [NA2S203/NAHC03] solution (2 x 200 ml), sat. [NAHC03] solution (4 x 300 ml), and brine (200 ml) then dried [(MGS04).] The solvent was removed in vacuo to afford an off-white solid which was redissolved in EtOAc [(1 L)] and treated sequentially with sat. [NAHC03] solution (3 x [300] ml), and brine (100 [ML)] then dried (MgS04). The solvent was removed in vacuo to afford the title compound (A) as a white solid (55.6 g, 96% yields NMR [CDC13] [5] 3.40 (3H, s, CH3), 7.75 [(1H.] s. ArH).

The synthetic route of 6299-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/833; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia