Day: July 22, 2021

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. 1209459-32-4, name is 4-(2-Bromopyrimidin-4-yl)morpholine. A new synthetic method of this compound is introduced below., category: pyrimidines

To a microwave vi charged with (S)-2-(3,4-dimethylpiperazin-l-yl)-4-fluoro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)aniline (0.143, 0.410 mmol), 4-(2-bromopyrimidin-4-yl)morpholine (0.150 g ,0.615 mmol), K3P04 (0.174 g, 0.819 mmol) was added dioxane (2 ml) and water (2 ml) and the vial was flushed with nitrogen. Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.0087 g, 0.030 mmol) was added, the vial was sealed, and the mixture heated in a microwave reactor to 110C for 30 minutes. The crude mixture was concentrated onto celite and purified using reverse phase silca gel column chromatography (Water: AcCN gradient 0-100%). The product was dried under vacuum to give the title compound as a brown solid (0.097 g, 61 %); LCMS [M + H]+ 387

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, 1209459-32-4, 4-(2-Bromopyrimidin-4-yl)morpholine.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 105742-66-3, 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.105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine, molecular formula is C6H6Cl2N2, molecular weight is 177.03, as common compound, the synthetic route is as follows.

General procedure: A mixture of intermediates 8 (5 mmol), (2-phenyloxazol-4-yl)methanamines 4 (5 mmol), and anhydrous potassium carbonate (1.4 g, 10 mmol) were taken in a 1:1 DMF:Water (20 mL) and heated at 80 C for 3-4 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was poured into saturated saline and extracted with ethyl acetate (3 x 50 mL). The combined organic layers was dried over Na2SO4 and removed under reducing pressure to give the crude product. The residue was recrystallized from the mixture of petroleum ether (50 mL) and ethyl acetate (10 mL) to give pure target compounds 9 in 79-86% yield.

Statistics shows that 105742-66-3 is playing an increasingly important role. we look forward to future research findings about 4,5-Dichloro-2,6-dimethylpyrimidine.

Reference:
Article; Zhang, Ning; Huang, Ming-Zhi; Liu, Ai-Ping; Liu, Min-Hua; Li, Li-Zhong; Zhou, Chun-Ge; Ren, Ye-Guo; Ou, Xiao-Ming; Long, Chu-Yun; Sun, Jiong; Dang, Ming-Ming; Lan, Zhi-Li; Chemical Papers; vol. 74; 3; (2020); p. 963 – 970;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7627-44-3, Adding some certain compound to certain chemical reactions, such as: 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine,molecular formula is C5H3Cl2IN2, 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 7627-44-3.

A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.50 g, 5.19 mmol), 2,6-difluoro-3,5-dimethoxyaniline (1.08 g, 5.71 mmol) in N,N-diisopropylethylamine (4 mL) was stirred at 80° C. for 2 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel (eluting with 0-40percent EtOAc in DCM) to give 1.70 g desired product. LCMS calculated for C1-3H12Cl2F2N3O2[M+H]+ m/z: 350.0. Found: 350.0.

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. 7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Lu, Liang; Qian, Ding-Quan; Shen, Bo; Yao, Wenqing; (40 pag.)US2016/115164; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14160-93-1, 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 14160-93-1, name is 4-Amino-6-chloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of piperazine-1-carboxylic acid (4-isopropoxy-phenyl)-amide (302.1 mg, 1.15 mmol) and 4-amino-6-chloro-pyrimidine-5-carbaldehyde (157 mg, 1.0 mmol) in DMSO (2 mL) was added DIEA (258.5 mg, 2.0 mmol). The mixture was kept stirring at 100 C. for 2 h and MeONH2.HCl (167 mg, 2.0 mmol) was added. The resulting mixture was heated at 100 C. for 0.5 h. It was diluted with water and extracted with CH2Cl2. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure. The crude oil was subjected to flash column chromatography on silica gel (EtOAc as eluent) to yield the title compound (45 mg, 11%). 1H NMR (CDCl3) delta 8.19 (s, 1H), 8.12 (s, 1H), 7.21 (d, J=8.93 Hz, 2H), 6.81 (d, J=8.94 Hz, 2H), 6.45 (br, 1H), 4.46 (m, 1H), 3.96 (s, 3H), 3.58 (m, 4H), 3.42 (m, 4H), 1.30 (d, J=6.06 Hz, 6H); LC/MS (ESI) calcd for C20H28N7O3 (MH)+ 414.2, found 414.4.

According to the analysis of related databases, 14160-93-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281755; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 50270-27-4, Adding some certain compound to certain chemical reactions, such as: 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde,molecular formula is C5HCl3N2O, 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 50270-27-4.

To a stirred solution of 2 4 6-trichloropyrimidine-5-carbaldehyde (18.5 g 88.1 mmol) in EtOH (250 mL) was added methyl hydrazine (6.8 g 88.1 mmol 60in water) and Et3N (26.7 g 264.4 mmol) at-70 and stirred for 30 min before it was allowed to warm up to 0 and stirred for another 2 h. After TLC (petroleum etherEtOAc 51) showed that the reaction was completed the mixture solution was concentrated in vacuo at room temperature. EtOAc (200 mL) was added and the resulting solution was washed washed with saturated aqueous NaHCO3solution and brine. The organic layer was dried over anhydrous Na2SO4 filtered and concentrated in vaouoto give a crude product which was purified by silica gel flash chomatography (petroleum etherEtOAc 201) to afford title compound (8 g 44.9yield) as a white solid. MS 203.2 [M+H]+.

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. 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5413-85-4, 5-Amino-4,6-dichloropyrimidine, 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, 5413-85-4, blongs to pyrimidines compound. Safety of 5-Amino-4,6-dichloropyrimidine

Step 1: 6-Chloro-4,5-diaminopyrimidine To a cold solution of 5-amino-4,6-dichloropyrimidine (2.0 g, 12.2 mmol) in isopropanol (20 ml) was added liquid ammonia (5 ml), and the mixture was transfered into a sealed tube. The tube was heated at 130 C. for 3 hours and then cooled to room temperature. The product precipitated out was filtered and dried in vacuo. Yield 2.0 g (quantitative).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5413-85-4, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US5102880; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Chloro-6-hydrazinopyrimidine

General procedure: To the suspension of appropriate 1-(6 -chloropyrimidin chloropyrimidin-4-yl) (3) (3.0 mmol) in EtOH (15 mL) was added dropwise with vigorous stirring an aldeldehyde (3.6 mmol, 1.2 equiv) at rt over 0.5-1 h. The progression of the reaction was monitored by TLC. After completion of the reaction, solvent was removed under reduced pressure to afford the crude product. Crystallization from an appropriate solvent or purification by column chromatography on silica gel furnished the pure hydrazones 4.

With the rapid development of chemical substances, we look forward to future research findings about 5767-35-1.

Reference:
Article; Tang, Caifei; Li, Zhiming; Wang, Quanrui; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2629 – 2634;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-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, COA of Formula: C4H2BrClN2, blongs to pyrimidines compound. COA of Formula: C4H2BrClN2

5-Bromo-2-phenoxypyrimidine (intermediate AU) A mixture of 5-bromo-2-chloropyrimidine (5.00 g, 0.0259 mol), phenol (3.16 g, 0.0336 mol), dibenzo-18-crown-6 (0.47 g, 0.0013mol) and ground potassium hydroxide (3.51 g, 0.0626 mol) in toluene (75 ml) was heated at reflux for 5 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography on silica using n-heptane/ethyl acetate (98:2) as an eluent to give 5-bromo-2-phenoxy-pyrimidine as a white solid (3.55 g, 0.0141 mol): 1H NMR (DMSO-d6, 400 MHz) 8.80 (s, 2H), 7.45 (t, 2H), 7.27 (t, 1H), 7.22 (d 2H); TLC (n-heptane/ethyl acetate=95:5) Rf 0.20

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
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. 67434-65-5, name is 4-Chloro-5,6-dimethylpyrimidine, molecular formula is C6H7ClN2, 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. Safety of 4-Chloro-5,6-dimethylpyrimidine

EXAMPLE 5 4-(4-Isopropylanilino)-5,6-dimethylpyrimidine (Compound No. 47) To 3.6 g (0.025 mole) of 4-chloro-5,6-dimethylpyrimidine were added 3.4 g (0.025 mole) of p-isopropylaniline; the mixture was then heated at 100-150 C. for about 3 minutes. The reaction mixture quickly became a solution and soon produced a precipitate, which was separated and then made alkaline by the addition of 50 ml of a dilute aqueous solution of sodium hydroxide. The mixture was then extracted with ethyl acetate and the extract was washed, in turn, with water and with a saturated aqueous solution of sodium chloride. It was then dried over anhydrous sodium sulphate and then the ethyl acetate was distilled off under reduced pressure, to give crystals, which, on recrystallisation froma 3:1 by volume mixture of benzene and hexane, gave 1.4 g (yield 23%) of the desired product in the form of very fine colourless needles melting at132-133 C. Elemental analysis: Calculated for C15 H19 N3: C, 74.69%; H, 7.88%; N, 17.43%. Found: C, 75.00%; H, 7.90%; N, 17.70%.

With the rapid development of chemical substances, we look forward to future research findings about 67434-65-5.

Reference:
Patent; Sankyo Company, Limited; Ube Industries Limited; US4450162; (1984); A;,
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.6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, molecular weight is 174.585, as common compound, the synthetic route is as follows.Recommanded Product: 6320-15-6

[00166] lambdaf-[2-({(3JR)-l-[l-(2,6-dimethoxypyrimidin-4-yl)azepan-4-yl]pyrrolidin-3-yl}amino)-2- oxoethyl]-3-(trifluoromethyl)benzamide (20); [00167] To a solution of N-(2-{[(3R)-l-azepan-4-ylpyrrolidin-3-yl]amino}-2-oxoethyl) (trifluoromethyl)benzamide (75 mg, 0.18 mmol) in DMF (1 mL), was added 4-chloro-2,6- dimethoxypyrimidine (32 mg, 0.18 mmol) and diisopropylethylamine (35 muL, 0.20 mmol). The reaction was stirred overnight at 900C, then was cooled to room temperature. To the mixture was added NaHCO3 (sat. aq., 10 mL) and dichloromethane (10 mL). The organic layer was separated and the aqueous layer was washed with an addition portion of dichloromethane (10 mL). The organic layers were combined, dried over Na2SO4, filtered and concentrated. The resulting crude product was subjected to flash chromatography (15% MeOH, 1% NH4OH in EtOAc) to afford, as an approximately 1:1 mixture of diastereomers, benzyl 4-{ (3R)-3-[({ [3-(trifluoromethyl)benzoyl]amino }acetyl)arnino]pyrrolidin-l- yl}azepane-l-carboxylate (50 mg, 50%) as a white solid. 1H-NMR (CDCl3) delta: 1.43-2.05 (m, 7H), 2.20-2.37 (m, IH), 2.39-2.52 (m, 2H), 2.60-2.80 (m, 2H), 2.82-3.10 (m, IH), 3.42-3.80 (m, 4H), 3.87 (s, 3H),3.88 (s, 3H), 4.00-4.18 (m, 2H), 4.40-4.43 (br, IH), 6.67-6.75 (m, IH), 7.33 (br, IH), 7.53 (t, 7 = 7.6 Hz,IH), 7.72 (d, 7= 7.6 Hz, IH), 7.99 (d, 7 = 7.6 Hz, IH), 8.10 (s, IH), MS m/z: 551 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2007/53495; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia