Day: March 17, 2022

Adding a certain compound to certain chemical reactions, such as: 815610-16-3, 2-Amino-4-iodopyrimidine, 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, 815610-16-3, blongs to pyrimidines compound. Recommanded Product: 815610-16-3

A flask containing a solution of 55-iodide (4.09g, 18.5mmol) in NMP (75ml) was purged with argon for 5min. Zinc cyanide (2.28g, 19.4mmol) and tetrakis(triphenylphosphine)palladium (0) (1.71g, 1.48mmol) were added and the mixture was stirred at 80C for 2h. The mixture was cooled to room temperature, EtOAc (200ml) and 30% aqueous NH4OH (200ml) was added, and stirring was continued for 1h. The layers were separated, the aqueous layer was extracted with EtOAc (4×200ml), and the combined organic layers were concentrated under reduced pressure. Et2O (30ml) was added and the precipitate was collected by filtration and washed with Et2O to deliver 2-aminopyrimidine-4-carbonitrile (1.66g, 13.8mmol, 75% yield) as a white solid. 1H NMR (400MHz, DMSO-d6) delta ppm 8.51 (d, J=4.7Hz, 1H), 7.31 (br. s, 2H), 7.08 (d, J=4.7Hz, 1H). MS (ESI, pos. ion) m/z: 121.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,815610-16-3, its application will become more common.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 101257-82-3, 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. 101257-82-3, name is 4-Amino-5-chloropyrimidine, molecular formula is C4H4ClN3, 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.

L. [4-(3-Chloropropylsulfanyl)-3-methylpyridin-2-ylmethyl]-(5-chloropyrimidin-4-yl)amine A solution of 2.7 g (20.85 mmol) of 4-amino-5-chloropyrimidine in 20 ml of dimethylformamide is added dropwise to a suspension of 0.75 g (18.25 mmol) of sodium hydride (60% strength in paraffin) in 5 ml of dimethylformamide. The mixture is stirred at room temperature for 20 minutes. A solution of 5 g (17.38 mmol) of 2-chloromethyl-4-(3-chloropropylsulfanyl)-3-methylpyridine in 5 ml of dimethylformamide is then added dropwise in the course of 30 minutes and the mixture is then stirred at room temperature for 4 hours. It is concentrated in a high vacuum and the residue is taken up in 150 ml of water and 100 ml of dichloromethane with vigorous stirring. The aqueous phase is extracted with 3*50 ml of dichloromethane. The organic extracts are dried over magnesium sulfate and concentrated. The residue is purified by chromatography on silica gel (eluent: toluene/ethyl acetate/methanol/conc. ammonia=6/3.5/0.5/0.05). The elude is concentrated and the residue is then digested with diethyl ether. After filtration and drying of the precipitate, 2.8 g (47%) of the title compound are obtained as a colorless solid, which is used without further purification.

According to the analysis of related databases, 101257-82-3, the application of this compound in the production field has become more and more popular.

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

Adding a certain compound to certain chemical reactions, such as: 4472-44-0, 2-Chloro-4,6-dimethylpyrimidine, 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 C6H7ClN2, blongs to pyrimidines compound. Computed Properties of C6H7ClN2

[0586] Synthesis of methyl 4, 6-dimethylpyrimidine-2-carboxylate: [0587] To a stirred solution of 2-chloro-4, 6-dimethylpyrimidine (1 g, 7.05 mmol) in MeOH: CH3CN (4: 1, 20 mL) under argon atmosphere were added triethyl amine (1.98 mL, 14.02 mmol) and Pd(dppf)2Cl2 (1 g, 1.40 mmol) at room temperature; heated to 100 C and stirred for 20 h under CO pressure in steel bomb. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 30% EtOAc/ Hexanes to afford methyl 4,6-dimethylpyrimidine-2-carboxylate (400 mg, 34%) as an off- white solid. [0588] 1H-NMR (CDCI3, 400 MHz): delta 7.20 (s, 1H), 4.07 (s, 3H), 2.61 (s, 6H); LC-MS: 87.29%; 167.2 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 1.47 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: 30% EtOAc/ Hexanes (R 0.3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4472-44-0, 2-Chloro-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 695-87-4, Adding some certain compound to certain chemical reactions, such as: 695-87-4, name is 5-Methoxypyrimidin-4(1H)-one,molecular formula is C5H6N2O2, 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 695-87-4.

EXAMPLE 4 4-Chloro-5-methoxypyrimidine (VII) Materials: Procedure: To a stirred slurry of 4-hydroxy-5-methoxypyrimidine in toluene (171 mL) was added DIPEA and POCl3 at room temperature under nitrogen atmosphere, The reaction mixture was stirred for about 1-2 hours at 60 to 70 C. under nitrogen atmosphere to complete the reaction. The reaction was quenched by adding 90 mL of 1.55N NaOH at 5 to 8 C. and the aqueous phase was separated. The organic layer was washed with saturated NaHCO3 solution (31 mL) and polish filtered. Concentration of the intermediate was determined by HPLC quantitation. This 0.37 to 0.43M solution of chloromethoxypyrimidine was used without further purification,

According to the analysis of related databases, 695-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US5550239; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 114040-06-1, 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. 114040-06-1, name is 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 3-bromo-5,7-dichloropyrazolo[ l ,5-a]pyrimidine (2.67 g, 10 mmol) in DCM (30 mL) at 0 C was added (tetrahydro-2H-pyran-4- yl)methan-amine ( 1 .27 g, 1 1 mmol), followed by DIPEA (2.1 mL, 12 mmol). The resulting mixture was stirred at rt for l h and purified by flash chromatography (gradient: EtOAc hex 0-90%) to give the title compound as white solid (3.46 g, quantitative yield). NMR (400 MHz, CDCl3) delta ppm 7.96 (s, 1 H), 6.55-6.43 (m, 1 H), 6.00 (s, 1H), 4.08-4.00 (m, 2H), 3.43 (dt, J = 12.0, 1.7 Hz, 2H), 3.32 (t, J = 6.6 Hz, 2H), 2.06-1.94 (m, 1H), 1.78-1.71 (m, 2H), 1.51-1.38 (m, 2H); MS ESI [M + H]+345.1, calcd for [C12H14BrClN40+H]+344.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,114040-06-1, 3-Bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LIU, Yong; PAULS, Heinz W.; LAUFER, Radoslaw; LI, Sze-Wan; SAMPSON, Peter Brent; FEHER, Miklos; NG, Grace; PATEL, Narendra Kumar B.; LANG, Yunhui; WO2014/75168; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6960-17-4 ,Some common heterocyclic compound, 6960-17-4, molecular formula is C6H9N3O2, 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.

In 2000ml four bottles in order to join4-Amino-2,5-dimethoxypyrimidine (116.7 g, 0.75 mol)And toluene (188 g),Heated to 70 ~ 75 ,A solution of phenoxycarbonyl isothiocyanate in toluene was added dropwise,About 1 hour drop finished,Continue to heat 2 hours,The reaction was monitored by HPLC.To room temperature,The filter cake was washed twice with 50 ml of ethanol and dried at 60 C to give the desired intermediate4- [4- (2,5-dimethoxypyrimidinyl)] – 3-ThioureaPhenyl ester234.9g, the content is 98.1%, the yield is up to 92.0%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6960-17-4, its application will become more common.

Reference:
Patent; Beijing Yingli Refinement Technology Development Co., Ltd; Hubei Huida Technology Development Co., Ltd; Ling, Yun; Yan, Wei; Huang, Bibo; (7 pag.)CN105294697; (2016); A;,
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. 946161-16-6, name is (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate, molecular formula is C12H17ClN4O4, 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. name: (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoate

50 g 23 in 375 mL of tetrahydrofurane is hydrogenated in the presence of 5 g Platinum on Carbon (5%) at a hydrogene pressure of 3 bar and at 35 C until no further hydrogene consumed. 2.5 g vanadyl acetylacetonate are added and the hydrogenation is continued. The suspension is filtered to remove the catalysts. The solvent is removed under reduced pressure. 150 mL 2-propanol are added to the residue and heated to reflux. 300 ml of demineralised water are added. The suspension is cooled slowly to 2 C. The suspension is suction filtered and washed with a cold mixture of 2- propanol and demineralised water. After drying in a vacuum drying oven at 50C, 36 g (90% of theory) of product 24 is obtained

With the rapid development of chemical substances, we look forward to future research findings about 946161-16-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/90844; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 99420-75-4, 5-Methylpyrimidine-2-carboxylic acid, 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, Product Details of 99420-75-4, blongs to pyrimidines compound. Product Details of 99420-75-4

To a solution of 5-methylpyrimidine-2-carboxylic acid (1 g, 7.24 mmol) in DMF (72.4 mL) was added 5-methylpyrimidine-2-carboxylic acid (1 g, 7.24 mmol), N,Odimethyihydroxylamine hydrochloride (0.777 g, 7.96 mmol). The mixture was cooled to 0 C and 1 -propanephosphonic acid cyclic anhydride, 50 wt. % solution in EtOAc (9.21 mL, 14.48 mmol) was added droppwise. The mixture was allowed to warm to 23 C overnight. LCMS indicated complete conversion to product. The mixture was diluted with water, extracted with CHC13:IPA (3:1) and washed with brine, NaHCO3. The mixture was dried over Na2SO4, concentrated in vacuo and purified by silica gel chromatography (0-100% heptanes:EtOAc) to yield N-methoxy-N,5 -dimethylpyrimidine2-carboxamide (0.7 g, 3.86 mmol, 53.4 % yield). 1H NMR (500 MHz, CDC13) oe 8.61 -8.69 (m, 2 H) 3.61 – 3.79 (m, 3 H) 3.27 – 3.47 (m, 3 H) 2.34 – 2.45 (m, 3 H). LCMS-ESI (pos.) m/z: 182.2 (M+H)t

At the same time, in my other blogs, there are other synthetic methods of this type of compound,99420-75-4, 5-Methylpyrimidine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; CHENG, Alan C.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; PATTAROPONG, Vatee; SWAMINATH, Gayathri; KREIMAN, Charles; MOEBIUS, David C.; SHARMA, Ankit; (543 pag.)WO2018/93580; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 675-11-6, 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. 675-11-6, name is 4,6-Difluoropyrimidin-2-amine, molecular formula is C4H3F2N3, 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.

In a sealable tube, a solution of 4,6-difluoropyrimidin-2-amine (1.0 g, 7.6 mmol) in 1,4-dioxane/dimethylformamide (20.0 mL, 1:1), potassium carbonate (1.6 g, 11.9 mmol) and tert-butylamine (1.7 g, 23.0 mmol) were added. The resulting reaction mixture was stirred at room temperature for 48 h. After completion, the reaction mixture was concentrated under reduced pressure. The crude material was diluted with cold water (10.0 mL) whereupon a solid formed. The solid was filtered and air dried to afford the title compound S7-2 (1.2 g, 85%) as an off-white solid. MS m/z (M+H): 185.1

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 675-11-6, 4,6-Difluoropyrimidin-2-amine.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); 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. 6960-17-4, name is 2,5-Dimethoxypyrimidin-4-amine. A new synthetic method of this compound is introduced below., name: 2,5-Dimethoxypyrimidin-4-amine

Example 4 Preparation of 2-amino-5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidine (Ia) To a 700 mL jacketed vessel equipped with a mechanical stirrer, a dual pH/temperature probe, a nitrogen inlet, and a reflux condenser was added sequentially 27.9 g (0.180 mol) of 4-amino-2,5-dimethoxypyrimidine followed by 165.4 g (0.207 mol) of 16.4 wt % ethoxy carbonylisothiocyanate solution in toluene. The reaction mixture was heated to gentle reflux (87 C.) for 7 h at which time liquid chromatographic (LC) analysis indicated ?95% conversion of starting 4-amino-2,5-dimethoxypyrimidine. The reaction mixture was cooled to 27 C. and allowed to stand overnight. The mixture was heated to 40 C. and then 114.2 g (6.34 mol) of deionized water was added to the mixture. After heating to reflux (?68 C.). , 14.3 g (0.217 mol) of a 50 wt % aqueous hydroxylamine solution was continuously added over a 2 h 15 min period via a peristaltic pump. During the course of the amine addition, the reaction pH rose from 4.44 to 6.95. After complete addition of hydroxylamine, the pump line was flushed with 4.8 g (0.266 mol) of deionized water, the reaction mixture was heated to 81 C., and then stirred an additional 3 h during which time the reaction pH naturally raised to 7.40. The reaction mixture was cooled to ambient temperature (26 C.). The reaction mixture was then suction transferred into a temporary holding vessel. The reactor was washed with two 30 g portions of water. These water washes were combined with the reaction mixture. The combined mixture was suctioned filtered through a coarse Buchner funnel (filtration time about 30 seconds), and the filtrate was collected and filtered a second time through the cake. A final displacement cake wash with ?40 g of methanol was performed and the product was dried at 60 C. under vacuum (?<10 mm Hg; 1333 Pa) to afford 25.37 g of 2-amino-5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidine as a light cream colored solid. NMR analysis (using benzyl acetate as an internal standard) indicated an 97.3% purity of 2-amino-5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidine active which corresponds to a 70.4% yield. 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, 6960-17-4, 2,5-Dimethoxypyrimidin-4-amine. Reference:
Patent; Dow AgroSciences LLC; Bland, Douglas C.; Hamilton, Christopher T.; US2014/81024; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia