Day: March 23, 2022

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. 1582-25-8, name is 4-Chloro-6-methyl-2-trifluoromethylpyrimidine, molecular formula is C6H4ClF3N2, 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. Formula: C6H4ClF3N2

To a mixture of 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (2.27 g, 11.5 mmol) in methanol (30 mL) were added Pd(dppf)Cl2 (845 mg, 1.2 mmol) and TEA (11.6 g, 115.5 mmol). The mixture was stirred at 70 C for 16 h under CO atmosphere. The solids were filtered out and the filtrate was concentrated under vacuum. The residue was purified by chromatography to afford the title compound (250 mg, 10%).

With the rapid development of chemical substances, we look forward to future research findings about 1582-25-8.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 101257-82-3, 4-Amino-5-chloropyrimidine, 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, Computed Properties of C4H4ClN3, blongs to pyrimidines compound. Computed Properties of C4H4ClN3

59. (5-Chloro-pyrimidin-4-yl)-[4-(furan-2-ylmethylsulfanyl)-3-methyl-pyridin-2-ylmethyl]-amine The compound is obtained analogously to Example 40 from 4-amino-5-chloro-pyrimidine (1.34 g, 10.33 mmol) and 2-chloromethyl-4-(furan-2-ylmethylsulfanyl)-3-methyl-pyridine-hydrochloride (3.0 g, 10.33 mmol). The chromatography is done with toluene/ethyl acetate/methanol/conc. ammonia=6/3.5/0.5/0.01. The crude product is triturated with diethyl ether. Yield: 1.77 g (49%). Mp.: 169-170 C.

The synthetic route of 101257-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BYK Gulden Lomberg Chemische Fabrik GmbH; US6395732; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.4319-87-3, name is 5-Bromo-4-methoxy-6-methylpyrimidine, molecular formula is C6H7BrN2O, molecular weight is 203.04, as common compound, the synthetic route is as follows.Product Details of 4319-87-3

A microwavable vial was charged with {2-[(diethylamino)carbonyl]-5-fluorophenyl}boronic acid (0.424 g, 1.77 mmol), 5-bromo-4-methoxy-6-methylpyrimidine (0.200 g, 0.985 mmol) of Step A, sodium carbonate (0.313 g, 2.96 mmol), toluene (1.5 mL) and water (0.5 mL). The solution was degassed by purging with nitrogen for 10 minutes. Afterwards, tetrakis(triphenylphosphine)palladium(0) (0.110 g, 0.098 mmol) was added. The vial was sealed and microwaved at 160 C for 10 minutes. The reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with two further portions of ethyl acetate. The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated. The mixture was chromatographed (50-75% ethyl acetate/hexane) to afford N,N-diethyl-4-fluoro-2-(4-methoxy-6- methylpyrimidin-5-yl) benzamide (250 mg, 80%). ‘H NMR (CDCl3,500 MHz) : No. 8.65 (s, 1H); 7.36 (dd, J = 9.2, 6.0 Hz, 1H) ; 7.13 (dt, J = 8.4, 2.6 Hz, 1H); 6.93 (dd, J = 9.1,2.4 Hz, 1H) ; 3.88 (s, 3H), 3.70-2.85 (br, 4H) ; 2.31 (s, 3H); 1.05 (t, J = 7.1 Hz, 3H) ; 0.80 (t, J = 7.2 Hz, 3H). MS (ES) 318(M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4319-87-3, 5-Bromo-4-methoxy-6-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WO2005/105814; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 76044-36-5, 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.76044-36-5, name is 5-Chloro-[1,2,4]triazolo[1,5-c]pyrimidine, molecular formula is C5H3ClN4, molecular weight is 154.56, as common compound, the synthetic route is as follows.

A solution of 155 mg (1 mmol) of 5-chloro[l,2,4]triazolo[l,5-c]pyrimidine [D. J. Brownand K. Shinozuka, Aust. J. Chem., 33., 1147 (1980)] in 6 mL of dry ethanol was added gradually to avigorously stirred solution of 198 mg (204 mg, 4 mmol) of hydrazine monohydrate in 2 mL of dryethanol. A white precipitate separated during the addition. After 1.5 h, the solid was collected on afilter. It was suspended in 2 mL of concentrated ammonium hydroxide and agitated for a few minutes.The solid was then collected on a filter and washed with some additional concentrated ammoniumhydroxide, then with some ethanol, and finally with a large volume of diethyl ether. After drying, thetitle compound was obtained as a white solid, mp 245-246 C (decomposition). LC-MS 151 (M+l).

Statistics shows that 76044-36-5 is playing an increasingly important role. we look forward to future research findings about 5-Chloro-[1,2,4]triazolo[1,5-c]pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2006/23750; (2006); A2;,
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. 42487-72-9, name is 2-(Diethylamino)-6-methylpyrimidin-4-ol, the common compound, a new synthetic route is introduced below. Computed Properties of C9H15N3O

In 100ml of dichlorosulfoxide, add 2- (diethylamino) -6-methyl-4-pyrimidinol [2- (diethylamino) -6-methylpyrimidin-4-ol] 18.12g (0.1mol), then 5ml DMF (N, N-dimethylformamide), slowly raise the temperature (1 / min) to 60 , at this temperature, the reaction for 2h. After the reaction was completed, the excess dichlorosulfoxide was distilled off, 100g ice water was added for ultrasonic cleaning for 10 minutes (40KHz), filtered, and the filter cake was dried to constant weight at 80 C to obtain a dark green solid, 4-chloro-N, N-di Ethyl-6-methylpyrimidin-2-amine [4-chloro-N, N-diethyl-6-methylpyrimidin-2-amine].

The synthetic route of 42487-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jinhua Shuanghong Chemical Co., Ltd.; Xiao Gang; Xu Jiancheng; (19 pag.)CN110878175; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 17180-94-8, 5-Chloropyrimidine, 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, 17180-94-8, blongs to pyrimidines compound. Safety of 5-Chloropyrimidine

To a solution of 5-chloropyrimidine (5 mmol) and Ni(dppf)Cl2 (0.25 mmol) in ether (30 mL) was added MeMgBr (6 mmol, 1M in THF) dropwise under nitrogen atmosphere and the resulting mixture was refluxed overnight. After cooling to rt, water (20 mL) was added and the mixture was extracted with ether (3 x 35 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17180-94-8, its application will become more common.

Reference:
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emmerson; CAMPBELL, Una; HANANIA, Taleen, G.; SHAO, Liming; WO2013/119895; (2013); A1;,
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. 175277-33-5, name is 4-(Dimethoxymethyl)-2-methylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C8H12N2O2

4-Dimethoxymethyl-2-methyl-pyrimidine (4.5 g, 26.7 mmol) was added to a solution of HBr (48% in H2O, 10 niL) and stirred at room temperature for 2 hours. It was then diluted with water and washed with diethylether (2x). The aqueous layer was carefully neutralized with saturated sodium carbonate and extracted with ethyl acetate (2x). The combined extracts were dried over MgSO4. 2-Propanol (100 mL) was added. To this solution, aniline (2.5 mL, 26.7 mmol) was added and followed with diphenylphosphite (5.1 mL, 26.7 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified on silica gel column with 20% ethyl acetate/CH2Cl2 to give a yellow solid (3.3 g, 29% for 2 steps) as the desired product. MS (ESP+) m/z 432.2 (M + 1).

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, 175277-33-5, 4-(Dimethoxymethyl)-2-methylpyrimidine.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 29939-37-5, 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.29939-37-5, name is 4-Hydroxy-6-hydrazinylpyrimidine, molecular formula is C4H6N4O, molecular weight is 126.12, as common compound, the synthetic route is as follows.

A mixture comprising 5.0 g (39.6 mmol) 6-hydrazinopyrimidin-4-ol/6-hydrazinopyrimidin-4(1H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 ml ethanol was heated under reflux for 2 hours. After cooling to 3 C, the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound.

Statistics shows that 29939-37-5 is playing an increasingly important role. we look forward to future research findings about 4-Hydroxy-6-hydrazinylpyrimidine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; WO2014/44691; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 71470-41-2, 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.71470-41-2, name is Ethyl 4-aminopyrimidine-2-carboxylate, molecular formula is C7H9N3O2, molecular weight is 167.17, as common compound, the synthetic route is as follows.

(1) A mixture of formic acid (100 g) and acetic anhydride (204 g) was stirred for half an hour at ambient temperature. To the solution was added ethyl 4-aminopyrimidine-2-carboxylate (30 g) and the mixture was stirred for 1.5 hours at 70 to 75 C. and then evaporated to dryness. The residue was triturated with ethanol, collected by filtration and washed with ethanol to give ethyl 4-formamidopyrimidine-2-carboxylate (20.0 g), mp 205-206 C. I.R. nu maxNujol: 3100, 1720, 1630, 1570, 1520 cm-1.

Statistics shows that 71470-41-2 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-aminopyrimidine-2-carboxylate.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4267176; (1981); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 890094-38-9, 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 890094-38-9 as follows.

N-(3-aminophenyl)acrylamide(3.2g) was added to a solution of Compound 2-3(4.3g) in n-butanol(150ml). The mixture was reacted at 90C for 3 hours, cooled to room temperature, filtered, washed and dried to obtain a red solid(6.0g) in a yield of 88.3%. MS m/z(ESI): 344[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,890094-38-9, its application will become more common.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia