Tag: M.W:100-200

Electric Literature 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.

To a solution of 5-bromo-2-chloropyrimidine (3 g, 15.50 mmol) in acetonitrile (40 mL) was added morpholine (4.1 mL, 47 mmol) and potassium carbonate (11 g, 78.80 mmol) . The mixture was heated at 85 and stirred for 10 h. The reaction mixture was cooled to rt and concentrated in vacuo. The residue was diluted with water (30 mL) . The resulting mixture was extracted with DCM (40 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4and concentrated in vacuo to give a white solid product (3.6 g, 95) .[1814]MS (ESI, pos. ion) m/z: 245.9 [M+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 32779-36-5, 5-Bromo-2-chloropyrimidine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; ZHANG, Yingjun; CHENG, Changchung; HUANG, Jiuzhong; BAI, Shun; REN, Xingye; LI, Zhi; ZHOU, Youbai; (368 pag.)WO2016/615; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 18592-13-7, 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. 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

6-[(4-Fluorophenyl)sulfanylmethyl]-1H-pyrimidine-2,4-dione DBU (4.02 mL, 26.91 mmol) was added to 4-fluorobenzenethiol (3.45 g, 26.91 mmol), in DMF (90 mL) at RT. The resulting solution was stirred at 20 C. for 15 minutes. 6-(Chloromethyl)-1H-pyrimidine-2,4-dione (2.88 g, 17.94 mmol) was then added and the reaction stirred for 4 hours. The reaction mixture was concentrated and diluted with DCM (100 mL), and washed with water (100 mL). The aqueous layer was acidified with 2M hydrochloric acid to give a white solid which was filtered and washed with water then dried under vacuum to give desired product (2.5 g). NMR Spectrum: 1H NMR (400.132 MHz, DMSO-d6) delta 3.80 (2H, s), 5.20 (1H, s), 7.18-7.23 (2H, m), 7.45-7.49 (2H, m), 10.90 (1H, s), 10.93 (1H, s)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18592-13-7, its application will become more common.

Reference:
Patent; AstraZeneca AB; US2009/18134; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 18740-38-0, 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.18740-38-0, name is Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, molecular formula is C6H4N2O2S, molecular weight is 168.1732, as common compound, the synthetic route is as follows.

To a solution of 1H-thieno[2,3-d]pyrimidine-2,4-dione (62) (92.8 mg, 0.552 mmol) in toluene (1 mL) were added N,N-dimethylaniline (0.140 mL, 1.10 mmol) and phosphoryl chloride (0.280 mL, 3.00 mmol). The reaction mixture was warmed to 100 C and stirred for 3 h. After cooling to room temperature, H2O was added to the reaction mixture and the mixture was extracted with CHCl3. The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo to give 2,4-dichlorothieno[2,3-d]pyrimidine (63). This compound was used for the next reaction without further purification.To a solution of 63 in DMF (4 mL) was added ethyl 2-(4-aminophenyl)acetate (95.2 mg, 0.531 mmol) and the reaction mixture was stirred at 65 C for 2.5 h. After cooling, H2O was added to the reaction mixture and the mixture was extracted with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was chromatographed (EtOAc/hexane = 0% to 100%) to give the title compound (85.9 mg, 0.247 mmol, 45%) as a colorless solid. 1H NMR (CDCl 3) delta: 1.28 (3H, t, J = 7.4 Hz), 3.64 (2H, s), 4.18 (2H, q, J = 7.4 Hz), 7.03 (1H, d, J = 5.7 Hz), 7.21 (1H, s), 7.29 (1H, d, J = 5.7 Hz), 7.32 (2H, d, J = 8.6 Hz), 7.56 (2H, d, J = 8.6 Hz).

Statistics shows that 18740-38-0 is playing an increasingly important role. we look forward to future research findings about Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione.

Reference:
Article; Goto, Taiji; Shiina, Akiko; Yoshino, Toshiharu; Mizukami, Kiyoshi; Hirahara, Kazuki; Suzuki, Osamu; Sogawa, Yoshitaka; Takahashi, Tomoko; Mikkaichi, Tsuyoshi; Nakao, Naoki; Takahashi, Mizuki; Hasegawa, Masashi; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry Letters; vol. 23; 11; (2013); p. 3325 – 3328;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, 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, Formula: C5H6ClN3, blongs to pyrimidines compound. Formula: C5H6ClN3

[0126] 2-chloro-5-methyl-pyrimidin-4-ylamine (0.408 g, 2.83 mmol, 1 equiv), 4-Bromo- 1,2-dichloro-benzene (0.704 g, 3.12 mmol, 1.1 equiv), cesium carbonate (2.8 g, 8.49 mmol, 3 equiv), 4,5-bis(diphenylphosrhohino)-9,9-dimethyl xanthene (0.328 g5 0.57 mmol, 0.2 equiv) and tris(dibenzylideneacetone) dipalladium (0.26 g, 0.283 mmol, 0.1 equiv) were combined in 30ml microwave vessel. Reactants were then diluted with 12ml dioxane and microwaved for 25 minutes at 160 0C. Reaction vessel was then spun down, decanted and evaporated to dryness. Resulting solids were diluted with DCM and adsorbed onto silica gel. Chromatography (gradient of 15% ethyl acetate in hexanes up to 80% ethyl acetate in hexanes) afforded the title intermediate 19 as a pale yellow powder (0.366 g, 45% yield). MS (ESI+): 287.97 (M+H), r.t. = 3.12 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14394-70-8, 2-Chloro-5-methylpyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 62802-38-4, 5-Bromo-2-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

[Step 1] Production of 2-fluoro-5-(trimethylstannanyl)pyrimidine To 5-bromo-2-fluoropyrimidine (300 mg), hexamethylditin (841 mg) and Pd(PPh3)4 (202 mg) was added 1,4-dioxane (33 mL), and the mixture was stirred under Ar atmosphere at 100C for 10 hours, and stirred at room temperature for 2 days. The solvent of the reaction mixture was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (361 mg) as colorless oil.

The synthetic route of 62802-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 871254-61-4, 2,4-Dichloropyrimidine-5-carbaldehyde, 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, Recommanded Product: 871254-61-4, blongs to pyrimidines compound. Recommanded Product: 871254-61-4

The mixture of 9 (8.8 g, 50.0 mmol) and Et3N (15.2 g, 150.0 mmol)in THF (150 mL) was stirred at 0 C for 10 min under argon. To the solution was added 3-nitrobenzylhydrazine dihydrochloride (11.2 g,55.0 mmol) and then warm to r.t. and stirred for 4 h. The solvent wasremoved in vacuo, and the residue was partitioned between CH2Cl2(50 mL) and H2O (100 mL). The layers were separated, and the aqueouslayer was extracted with CH2Cl2 (2 × 50 mL). The combined organiclayers were dried over anhydrous sodium sulfate, filtered, and concentratedto provide the crude product, which was purified by silica gelcolumn chromatography (eluting with 0-10% MeOH in DCM) to provide10a, white solid, yield 62% (9.0 g, 31.1 mmol). 1H NMR(300 MHz, CDCl3) delta 8.93 (s, 1H), 8.25 (m, 1H), 8.18 (m, 1H), 8.07 (s,1H), 7.71 (d, J = 9 Hz, 1H), 7.53 (t, J = 9 Hz, 1H), 5.71 (s, 2H); MS(ESI) m/z: 290.1 [M+H]+.

The synthetic route of 871254-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Yuan; Chen, Cheng-Juan; Yu, Ru-Nan; Shu, Lei; Wang, Zhi-Jian; Zhang, Tian-Tai; Zhang, Da-Yong; Bioorganic Chemistry; vol. 98; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine. A new synthetic method of this compound is introduced below.

A 1.3 M lithium hexadisilazide-THF solution (179 mL) was added dropwise to a mixture containing methyl nicotinate (16.0 g), 2-chloro-4-methylpyrimidine (15.0 g)and THF (179 mL) under a nitrogen atmosphere while maintaining the internal temperature at about -30 C., and the mixture was stirred at -30 C. for 30 minutes, and then at room temperature for 1 hour. A saturated ammonium chloride aqueous solution was added to the reaction mixture, and extraction was performed using ethyl acetate. Then, an organic layer was dried with anhydrous sodium sulfate and concentrated under a reduced pressure. The obtained residue was purified through silica gel column chromatography (elution solvent: ethyl acetate), and then solidified in methyl tert-butyl ether, and thereby 2-(2-chloropyrimidin-4-yl)-1-(pyridin-3-yl)ethan-1-one (19.2 g)as an orange solid was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13036-57-2, 2-Chloro-4-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RIKEN; THE UNIVERSITY OF TOKYO; HASHIZUME, Yoshinobu; SEKIMATA, Katsuhiko; KUBOTA, Hirokazu; YAMAMOTO, Hirofumi; KODA, Yasuko; KOYAMA, Hiroo; TAGURI, Tomonori; SATO, Tomohiro; TANAKA, Akiko; MIYAZONO, Kohei; (156 pag.)US2019/337926; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

To a solution of 1.0M methylmagnesium bromide in tetrahydrofuran (270 ml) at 0C under nitrogen was added 2,4-dichloro-5-fluoropyrimidine (30 g) in 1,2- dimethoxyethane (90 ml) dropwise maintaining the temperature below 15C. The resulting solution was stirred at ~15C for one hour then cooled to 0C. A solution of triethylamine (25 ml) in dry tetrahydrofuran (40 ml) was added maintaining the temperature at ~5C, followed by a solution of iodine (45.6 g) in dry tetrahydrofuran (140 ml) maintaining the temperature below 15C. The reaction was quenched with water (400 ml) maintaining the temperature below 25C and treated with 5N aqueous hydrochloric acid solution (30 ml). The mixture was extracted with diethyl ether (2 x 500 ml) and the combined organic layer was washed with 2% w/w aqueous sodium metabisulfite (400 ml) and water (400 ml) then dried (MgS04) and evaporated. The residue was purified by silica gel column chromatography (gradient from 0 to 5% ethyl acetate / hexane) to afford the title compound (16.8 g) as an orange oil which was used in the next step without further purification. 1H-NMR (400 MHz, CDC13) delta (ppm): 2.57 (d, J=2.81 Hz, 3 H)

According to the analysis of related databases, 2927-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10070-92-5, 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.10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, molecular weight is 108.0981, as common compound, the synthetic route is as follows.

To a 1L 3-neck round bottomed flask equipped with an overhead stirrer, a thermocouple, a Dean-Stark trap (about 25 mL total volume), and a condenser with a nitrogen inlet was added 400.0 g of a 2.1 weight % solution of pyrimidine-5-carboxaldehyde in dichloromethane (8.4 g, 77.7 mmole contained pyrimidine-5-carboxaldehyde) and 7.39 g of 99.0 weight % 2-aminopyridine (77.7 mmole). The reaction mixture was heated to reflux under a nitrogen blanket and 349 g of dichloromethane were removed via the Dean-Stark trap at 39-48 C and atmospheric pressure. Toluene (126 mL) was added to the reaction mixture at about 48 C, followed by 31 mg of 98.5 weight % /?ara-toluenesulfonic acid monohydrate (0.16 mmol). The resulting reaction mixture was heated to reflux and distillate removed via the Dean-Stark trap until the temperature of the reaction mixture reached 110 C, at which point an additional 40 g of distillate had been removed. 50 mL of toluene was added to the reactor and the reaction mixture was refluxed at 112-1 14 C under atmospheric pressure for about 3.75 hours with removal of water via the Dean-Stark trap. HPLC analysis of the reaction mixture indicated 94.1 area % N-(5-pyrimidinylmethylene)-2-pyridinamine.

The chemical industry reduces the impact on the environment during synthesis 10070-92-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; E I DU PONT DE NEMOURS AND COMPANY; DUMAS, Donald J.; TRAN, Loc Thanh; (24 pag.)WO2017/189339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3680-69-1, 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 3680-69-1 as follows.

To a suspension of 4-Chloro-7H-pyrrolo [2,3-d] pyrimidine (2.5g, 16 mmol) in CDC13 (65 mL) was added NBS (2.9g, 16 mmol) and the reaction mixture stirred and heated at reflux for 2.5 hours. The mixture was cooled to room temperature, the solids isolated by vacuum filtration, rinsed with cold CHC13 and air dried to give 5-Bromo-4-chloro-7H- pyrrolo [2, 3-d] pyrimidine (3. 0g, 79%. ) LCMS (APCI+) m/z 232 and 234 [M+H] + ; Rt: 2.32 min. 1H NMR (DMSO-d6,400 MHz) 6 12. 98 (1H, br. s), 8.63 (1H, s), 7.96 (1H, s. )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3680-69-1, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia