Day: June 10, 2021

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. 115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, 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. Application In Synthesis of 4,5-Dichloro-6-ethylpyrimidine

Step E 5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamine The product of Step D (17 g, 86 mole), 4,5-dichloro-6-ethylpyrimidine (15 g, 86 mole) and triethylamine (24 mL, 170 mole) were dissolved in toluene (65 mL). The reaction mixture was heated to reflux overnight and then cooled. Ether and water were added and the mixture was partitioned. The aqueous phase was extracted two times with ether and the combined organic phases were dried (MgSO4) and concentrated. The resultant solid was recrystallized from acetonitrile to give the title compound as a white solid (17 g, 60% yield), mp 79-80 C. 1 H NMR (CDCl3): delta 8.40 (s, 1H), 7.51, 7.36 (ABq, 4H), 5.60 (brd, 1H), 5.37 (q, 1H), 2.78 (q, 2H), 1.60 (d, 3H), 1.25 (t, 3H), 0.26 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 115617-41-9.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US5378708; (1995); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 823-89-2, 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.823-89-2, name is 5-Bromo-2-hydrazinopyrimidine, molecular formula is C4H5BrN4, molecular weight is 189.01, as common compound, the synthetic route is as follows.

General procedure: Substituted chalcones (3) (0.001 mol), 5-bromo-2-hydrazinylpyrimidine (2) (0.001 mol) and 5 drops of glacial acetic acid was ground together in a mortar using a pestle for uniform mixing. This was taken in a 50 mL beaker and subjected to microwave irradiation (90 W). The completion of the reaction was confirmed by TLC. The product obtained was poured to crushed ice, filtered, dried and recrystallized from suitable solvent mixture to give pyrazolines 4a-l.

The chemical industry reduces the impact on the environment during synthesis 823-89-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 150728-12-4, 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 150728-12-4, name is 5-(2-Methoxyphenoxy)-[2,2′-bipyrimidine]-4,6[1H,5H]-dione. This compound has unique chemical properties. The synthetic route is as follows.

5- (2-methoxyphenoxy) -1H- [2,2 ‘] – dipyridyl-4,6-dione (IV) (30 g, 96 mmol)Toluene (400 mL), phosphorus pentachloride (44.0 g, 211.3 mmol) was added and heated to reflux for 2 h. The TLC reaction was complete. (3 mL), and the organic phase was combined, washed with saturated aqueous sodium carbonate solution (100 mL) and saturated brine (100 mL), and the organic phase was washed with water (100 mL) and saturated brine (100 mL) Dried over anhydrous sodium sulfate, and the residue was dried to obtain 29.0 g of the desired product 4,6-dichloro-5- (2-methoxyphenoxy) -2,2 ‘-bipyridine (V) 87%.

According to the analysis of related databases, 150728-12-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Tianci International Pharmaceutical Co., Ltd.; Li Xinjuanzi; Li Jianzhi; Ma Xilai; Chi Wangzhou; Liu Hai; Hu Xuhua; Zheng Xiaoli; Zhai Zhijun; Li Jianxun; (14 pag.)CN104193687; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89392-03-0 ,Some common heterocyclic compound, 89392-03-0, molecular formula is C13H13N3O4, 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.

l) N-[(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl]-2-dimethyl-aminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide (cf. Example 53 from Table 1) DBU is added to a suspension of 1.40 g of 2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide (Example i) and 1.28 g of 4,6-dimethoxy-2-phenoxycarbonylamino-pyrimidine in 30 ml CH3 CN at 0 C. The reaction temperature is then allowed to rise slowly to room temperature. After the solvent has been distilled off, the residue is taken up in water and the mixture is washed with diethyl ether. After the aqueous phase has been acidified with concentrated hydrochloric acid, the sulfonyl urea which has separated out is washed with methanol and diisopropyl ether and then dried. Yield: 1.45 g as a colorless solid of m.p. 181-182 C. (decomposition).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89392-03-0, its application will become more common.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5922646; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 56621-89-7, 5-Amino-2-methoxypyrimidine, 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-Amino-2-methoxypyrimidine, blongs to pyrimidines compound. Application In Synthesis of 5-Amino-2-methoxypyrimidine

Example 82: Preparation of2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5- oxo-2-mlfanylideneimid zolidin-4-yl]-N-{2-methoxypyrim TBTU (244 mg; 0.74 mmol; 1.5 eq) and DIPEA (170 mu 0.99 mmol; 2 eq) were added to a solution of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2- sulfanylideneimidazolidin-4-yl]acetic acid (1-21) (200 mg; 0.50 mmol; 1 eq) in anhydrous dioxane (8 mL). The reaction mixture was stirred at room temperature for 30 minutes. 2-Methoxypyrimidin-5-amine (124 mg; 0.99 mmol; 2 eq) was added and the reaction mixture was stirred at room temperature for 18 hours. Saturated ammonium chloride (20 mL) was added and the aqueous layer was extracted with ethyl acetate (2 x 30 mL). The combined organic layers were washed with saturated sodium chloride (1 x 20 mL), filtered and evaporated to dryness. The crude was purified on silica gel using dichloromethane/methanol (98/2) as an eluent. After trituration in diethyl ether, the title compound 2-[l-(4-fluorophenyl)-3-[2-(4- methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl]-N-(2- methoxypyrimidin-5-yl)acetamide was obtained in 25% yield (79 mg) as a white solid. 1H-NMR (Acetone-d6): delta (ppm) delta 2.96 (m, 1H), 3.09 (m, 1H), 3.24 (m, 1H), 3.43 (m, 1H), 3.75 (s, 3H), 3.78 (m, 1H), 3.92 (s, 3H), 4.30 (m, 1H), 4.65 (s, 1H), 6.86 (m, 2H), 7.25 (m, 4H), 7.45 (m, 2H), 8.75 (m, 2H) 9.62 (m, 1H); MS (ESI+): m/z = 509.9 [M+H]+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-89-7, 5-Amino-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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. 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 126728-20-9

Compound A (580 mg, 1 eq), Compound B (418 mg, 1.1 eq),Aluminum trichloride (382.4 mg, 1 eq) was dissolved in 1,4-dioxane and then warmed to 80 C.The reaction was completed by TLC. After the reaction was completed, ice water was added to the mother liquid and stirred for 5 min.The insoluble material was suction filtered, and the filter cake was rinsed with 50 ml of water.Column chromatography separation gave 400 mg of intermediate 7,The recovery rate is 46%.

The synthetic route of 126728-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liaoning University; Chen Ye; Ding Shi; Ji Jingchao; Liu Ju; Liu Yutong; Zhou Ziyun; (19 pag.)CN108558865; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 26032-72-4, 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.26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.074, as common compound, the synthetic route is as follows.

Compound 1 was synthesized by the process of Reaction 1-3. 1.4 g of Compound D, 0.5 g of Compound E, 0.26 g of Pd(PPh3)4, and 0.92 g of K2CO3 were added to a 300 mL three neck flask under an argon atmosphere, followed by heating and refluxing in a mixed solvent of 100 mL toluene, 5 mL ethanol and 10 mL distilled water for about 15 hours. After cooling in the air, water was added, an organic layer was separated, and solvents were removed. The crude product thus obtained was separated by silica gel chromatography (using a mixed solvent of toluene/hexane), and recrystallized using hexane to obtain 0.61 g (yield 50%) of a target product as a white solid. The molecular weight of the target product measured by FAB-MS was 550. From the results, the target product was identified as Compound 1

Statistics shows that 26032-72-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-phenylpyrimidine.

Reference:
Patent; Samsung Display Co., Ltd.; Miyazaki, Yuuki; (92 pag.)US2019/131534; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 95928-49-7, Adding some certain compound to certain chemical reactions, such as: 95928-49-7, name is Ethyl 2-hydroxypyrimidine-5-carboxylate,molecular formula is C7H8N2O3, 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 95928-49-7.

Step 10d: Ethyl 2-chloropyrimidine-5-carboxylate (Compound 0305)[0216]A mixture of compound 0304 (3.60 g, 21 mmol), phosphorus oxychloride (25 mL), and N,N-dimethylaniline (2.5 mL) was heated at reflux for 1.5 h. After removal of the solvent, ice water (10 mL) was added to the residue. The mixture was added to 2 N NaOH (90 ml), and extracted with EtOAc. The organic layer was evaporated and purified by column chromatography (ethyl acetate in petroleum ether, 5% v/v) to give compound 0305 (1.20 g, 30%): LCMS: 187 [M+1]+, 1H NMR (300 MHz, CDCl3): delta 1.42 (t, J=7.5 Hz, 3H), 4.48 (q, J=7.5 Hz, 2H), 9.15 (s, 2H); 1H NMR (400 MHz, DMSO-d6): delta 1.33 (t, J=6.8 Hz, 3H); 4.37 (q, J=6.8 Hz, 2H), 9.18 (s, 2H).

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. 95928-49-7, Ethyl 2-hydroxypyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 56686-16-9 ,Some common heterocyclic compound, 56686-16-9, molecular formula is C6H7BrN2O2, 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.

5-Formyl-2,4-dimethoxypyrimidine A solution of 1.6M n-Buli in hexane (48 ml, 73.6 mmol) was added over 5 min. to a stirred suspension of 5-bromo-2,4-dimethoxypyrimidine (16 g; 72.9 mmol) in dry Et2 O (240 ml) at -70 C. under an atmosphere of dry N2. Dry ethyl formate (28 g: 377 mmol) was added and the orange solution stirred at -70 C. for 1 h then allowed to warm slowly to ambient temperature. Water (400 ml) was added and the aqueous layer separated and extracted with Et2 O (3*200 ml). The ether layer was combined with the extracts and dried over MgSO4, filtered and evaporated. The residue was purified by column chromatography by preloading in SiO2 and eluding with EtOAc-hexane (3:7, v/v). Product fractions were combined and evaporated to give fine white needles, yield 6.89 g, (56%). Mass spectrum m/z 169 (M+H)+ Analysis, found: C, 50:1;H,4.5;N,16.9%;C7 H8 N2 O3 requires C,50.00; H,4.79; N, 16.66%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56686-16-9, its application will become more common.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 6153-44-2, 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. 6153-44-2, name is Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

Methyl 2,6-dioxo-l,2,3,6-tetrahydropyrimidine-4-carboxylate (5 g, 29.4 mmol) and DMF (118 mL) were combined and the resultant mixture was cooled with an ice bath. Lithium hydride (0.369 g, 44.1 mmol) was added in portions. The mixture was stirred for 20 minutes and ((chloromethoxy)methyl)benzene (5.00 mL, 32.3 mmol) was added via syringe. The mixture was stirred a 00C for 30 minutes. Lithium hydride (0.492 g, 58.8 mmol) was then added in portions and stirred for 10 minutes. 2-(Bromomethyl)pyridine hydrobromide (8.92 g, 35.3 mmol) was added in portions and stirred at 00C over 1 hour. The bath was removed and then stirred at room temperature for 2 hours. Water (25 mL) and methanol (25 mL) were added and the solvents were evaporated under vacuum at 65°C to leave a red oily solid, which was partitioned between IN NaOH (100 mL) and diethyl ether (50 mL). The organic layer was separated. The aqueous layer was washed with diethyl ether (2 x 50 mL) and the aqueous layer was acidified to pH=4 with 3N HCl. The aqueous layer was washed with diethyl ether (2 x 50 mL). The aqueous layer was then extracted with n-BuOH (4 x 100 mL). The organic layers from the n-BuOH extraction were combined and the solvent was evaporated under vacuum to give a solid, which was triturated with acetone and cooled in an ice bath. The resulting solid was isolated by filtration and dried under vacuum to give 4.86 g of a first crop of the title compound; a second and third crop were isolated to give a total of 5.53g of the title compound. MS [M+H] found 368.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6153-44-2, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FENG, Jun; KEUNG, Walter; LARDY, Matthew; WO2010/129848; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia