Tag: M.W:100-200

933-80-2 ,Some common heterocyclic compound, 933-80-2, molecular formula is C5H7ClN4, 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 6- chloro-4,5-diamino-2-methylpyrimidine (317 mg, 2.0 mmol) and l,4-dioxane-2,3-diol (240 mg, 2.0 mmol) in EtOH (15 mL) was stirred at 25 0C for 1 h. TLC analysis (1 :1hexane/EtOAc on SiO2) indicated complete consumption of starting material. l-(4- Methoxyphenyl)-ethylamine (332 mg, 2.2 mmol) and triethylamine (Et3N; 0.3 mL, 2.2 mmol) were added, and the reaction was stirred overnight. The majority of solvent was removed in vacuo and the residue was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo to leave a brown residue that was purified by column chromatography over SiO2, eluting with 2:1 EtOAc/hexane, then 100% EtOAc to afford [l-(4- methoxyphenyl)ethyl]-2-methylpteridin-4-yl-amine (126 mg) as a brown oil.

According to the analysis of related databases, 933-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, William; DEMETER, David; ERICKSON, W.; LOWE, Christian; KLITTICH, Carla; NUGENT, Jaime; RIEDER, Brent; SIDDALL, Thomas; YAO, Chenglin; YERKES, Carla; ZHU, Yuanming; WO2011/25505; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

611-08-5, 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 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a round-bottom flask (50 mL) was added a mixture of the desired nucleobases or other N-heterocycles (1 mmol), CSSNH (0.05 g), and HMDS (10 mL). The reaction mixture was heated at 90 C until a clear liquid was attained (Table 3). Subsequently, the catalyst was filtered and the filtrate was then evaporated using vacuum to separate the crude silylated product from HMDS. The crude product was pure enough to be applied in the next step without further 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 611-08-5, 5-Nitrouracil.

Reference:
Article; Behrouz, Somayeh; Soltani Rad, Mohammad Navid; Piltan, Mohammad Amin; Chemical Papers; vol. 74; 1; (2020); p. 113 – 124;,
Pyrimidine | C4H4N2 – PubChem,
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. 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. 32779-36-5

Intermediate 19; Preparation of 2-(3,3-dimethylbut-1-ynyl)pyrimidine-5-carboxylic acid; 5-Bromo-2-iodo-pyrimidine The title compound was prepared according to the procedure given The Journal of Organic Chemistry, 2002, 67, 6550-6552. In 57% hydiodic acid (aqeous) precooled to 0 C. was added to solid 5-Bromo-2-chloro-pyrimidine (3.36 g, 0.0174 mol) in a 100 ml round bottom flask. The mixture was stirred vigorously at 0 C. and after 4 hours, was allowed to warm to room temp and stirred overnight. The mixture was then poured over ice and carefully neutralized by addition of solid sodium bicarbonate. Solid sodium hydrogensulfite added until mixture became colorless then the mixture was extracted with EtOAc (2¡Á200 mL). The combined organic extracts were washed with brine and dried (MgSO4), filtered and concentrated under vacuum to leave a white solid (4.2 g) which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 32779-36-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kelly, Michael G.; Kincaid, John; Duncton, Matthew; Sahasrabudhe, Kiran; Janagani, Satyanarayana; Upasani, Ravindra B.; Wu, Guoxian; Fang, Yunfeng; Wei, Zhi-Liang; US2006/194801; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 1722-12-9, name is 2-Chloropyrimidine,molecular formula is C4H3ClN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1722-12-9

General procedure: The Buchwald-Hartwig amination reaction under microwave irradiation was conducted in a CEM Discover apparatus. A 10-mL Teflon vessel was charged with 1.0 mmol of hetero-aryl halide, 3.0 mmol of amine, 2.0 of mmol base, 0.05 mmol of Pd(OAc)2 , 0.10 mmol of LHX, and 2.0 mL of solvent. The mixture was irradiated at 150 W at 100 C for the specified time and then allowed to cool. The reaction mixture was extracted 3 times with diethyl ether, and the combined organic extracts were washed with water, dried (MgSO4) , and evaporated to dryness. Purification of the residue by flash chromatography on silica gel afforded the pure products.

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

Reference:
Article; Yang, Liangru; Bian, Huanyu; Mai, Wenpeng; Mao, Pu; Xiao, Yongmei; Wei, Dong; Qu, Lingbo; Turkish Journal of Chemistry; vol. 39; 1; (2015); p. 121 – 129;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 1004-38-2, name is 2,4,6-Triaminopyrimidine,molecular formula is C4H7N5, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1004-38-2

EXAMPLE 1 2,4-Diaminopyrido[2,3-d]pyrimidine-6-carboxaldehyde (III) Phosphorus oxychloride (27.5 ml, 46.0 g, 300 mmol) was added over 15 minutes with stirring to N,N-dimethylformamide (11.0 g, 150 mmol), which was cooled with an ice bath. After stirring at room temperature for 1 hour, the reaction mixture was treated with bromoacetic acid (13.9 g, 100 mmol). The resulting solution, protected by a calcium chloride tube was heated at 92 C. for 10 hours and evaporated to dryness in vacuo. The colored oil (~30 g) was dissolved in water (1000 ml), and the solution was neutralized with 50% sodium hydroxide to pH 7. After addition of 2,4,6-triaminopyrimidine (5.00 g, 40.0 mmol), the solution was refluxed for 3 hours and filtered hot through a fluted filter. The filtrate was cooled and the solid that precipitated was collected by filtration and dried in vacuo over P2 O5: yield, 2.53 g (33%). Mass spectrum, m/e 189 (M+). HPLC [ 0.1 M NH4 OAc (pH 3.6) –CH3 OH (9:1)] indicated that this product was 86% pure. A sample (200 mg) was dissolved in 0.1 N HCl (15 ml) and diluted with acetone (225 ml) to precipitate impure III: yield, 91 mg. The filtrate was evaporated to dryness under reduced pressure and the residue was dried in vacuo over P2 O5 to give compound III:

With the rapid development of chemical substances, we look forward to future research findings about 1004-38-2.

Reference:
Patent; Southern Research Institute; US4431805; (1984); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, Adding a certain compound to certain chemical reactions, such as: 137234-74-3, 4-Chloro-6-ethyl-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, 137234-74-3, blongs to pyrimidines compound.

To the stirred solution of 4-chloro-6-ethyl-5-fluoro pyrimidine 1 (10 gm, 62.50 mmol) in CCl4 (150 mL) was added N-bromosuccinimide (12.7 gm, 71.35 mmol) and AIBnu (511 mg, 3.12 mmol). The reaction mixture was refluxed for 4 hrs at 75 C. The progress of the reaction was monitored by TLC. The reaction mixture then diluted with DCM (500 mL) and washed successively with water, sodium meta bisulphite (100 mL) solution, water and brine solution. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the bromide 2 as yellowish oily syrup (14 gm, 58.58 mmol, 94%). 1H NMR (CDCl3, 500 MHz): 2.10 (d, 3 H), 5.40 (q, 1 H), 8.80 (s, 1 H). Mass: 241(M++2)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,137234-74-3, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; WO2008/64311; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below., 32779-36-5

To a solution of 5-bromo-2-chloropyrimidine (4 g, 20.68 mmol) in acetonitrile (40 mL) was added 2-methoxyethanamine (5.5 mL, 63 mmol) and potassium carbonate (14 g, 100 mmol) . The mixture was heated at 100 and stirred for 6 h. The reaction mixture was concentrated to remove solvent. The residue was diluted with water (30 mL) . The resulting mixture was extracted with DCM (50 mL ¡Á 3) . The combined organic layers were dried over anhydrous Na2SO4and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with PE/EtOAc (v/v) 9/1 to give a colorless oily product (4.43 g, 92.3) .[1798]MS (ESI, pos. ion) m/z: 233.2 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

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

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 1193-24-4

Example 15A 5-(4-Methoxyphenyl)furo[2,3-d]pyrimidin-4(3H)-one Analogously to a literature procedure [D. Dauzonne, Tetrahedron, 1992, 3069-3080], a suspension of 10.1 g (47.4 mmol) of 1-[(Z)-2-chloro-2-nitrovinyl]-4-methoxybenzene and 5.8 g (52.2 mmol) of 4,6-dihydroxypyrimidine in 200 ml of ethanol is stirred at 85 C. for ten minutes. 15.6 ml (15.9 g, 104.3 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene are then added slowly. The mixture is stirred at this temperature for 15 h and then concentrated under reduced pressure. The residue is taken up in dichloromethane and chromatographed on silica gel (mobile phase: dichloromethane/methanol 95:5). The solid obtained is triturated with acetonitrile and filtered. This gives 2.3 g (20% of theory) of the target product. LC-MS (method 3): Rt=1.57 min.; m/z=290 (M+H)+ 1H-NMR (400 MHz, CDCl3): delta=12.66 (s, NH), 8.15 (s, 1H), 8.14 (s, 1H), 7.92 (d, 2H), 6.98 (d, 2H), 3.79 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-24-4, 4,6-Dihydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/166163; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

65-71-4, 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 65-71-4, name is 5-Methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Was added to the reactor5-methylthymidine20-2 (0.530 g, 4.2 mmol),Compound 21-1 (0.328 g, 1.4 mmol) and40 ml of anhydrous acetonitrile, argon was added dropwise to the solution at room temperatureBis (trimethylsilyl) acetamide(2.2 mL, 8.7 mmol),After stirring for 3 hours, the temperature was lowered to -30 C,To the system was added trimethylsilyl trifluoromethanesulfonate (1 mL, 5.6 mmol)Stir at room temperature, TLC followed the reaction.The reaction product was added with dichloromethane,The organic layers were washed with saturated sodium bicarbonate solution, water and saturated brine, respectively,Dried, concentrated, column chromatography (MeOH: CHCl3 = 3: 100)And purified to give the title product 21-2 (yield 70%).

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 65-71-4, 5-Methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Soochow University (Suzhou); Zou Jianping; Zhang Peizhi; Li Jianan; (13 pag.)CN106496130; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 461-98-3, 2,6-Dimethylpyrimidin-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, 461-98-3, blongs to pyrimidines compound. 461-98-3

To a 200 ml flask was added 4-amino-2-chloro-5-nitropyridine (1.00 g, 5.76 mmol), 4-amino-2,6-dimethylpyrimidine (1.42 g, 11.5 mmol), Pd2(dba)3 (0.528 g, 0.576 mmol), XantPhos (0.400 g, 0.691 mmol), Cs2CO3 (4.13 g, 12.7 mmol) and dioxane (45 mL). The mixture was degassed with N2 for 2 min and then heated at 110 C. for 16 hrs. After cooling to room temperature the reaction was filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-10% methanol/dichloromethane) to give N-(2,6-dimethylpyrimidin-4-yl)-5-nitropyridine-2,4-diamine (0.348 g, yield: 23%). LCMS (ESI) m/z: 261.2 [M+H+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,461-98-3, its application will become more common.

Reference:
Patent; GENENTECH, INC.; US2010/317643; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia