Pyrimidines

Related Products of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below.

Intermediate 6: N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine To a 1 L three-neck flask equipped with mechanical agitation, were added 500 mL 1,4-dioxane and 30 g 3-(2-chloropyrimidin-4-yl)-1-methylindole (intermediate 7), 30 g p-toluenesulfonic acid and 46 g 4-fluoro-2-methoxy-5-nitroaniline were added while stirring, then the resultant solid-liquid suspension was heated to 95 to 102C and reacted for 3 h. After the result of TLC showed that the reaction was complete, the mixture was cooled to 60C, diluted conc. aqueous ammonia was added dropwise, pH was adjusted, then cooled to 10 to 15C and stirred for 30 min, filtered, the filter cake was washed with 5% NaHCO3 solution once, then cold ethanol once, filtered out and dried at 50C to deliver 47 g product, yield 74%, which was used directly in the next step without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Changzhou Runnor Biological Technology Co., Ltd; ZHU, Xiaoyun; JIANG, Mingyu; JI, Aining; (21 pag.)EP3181559; (2017); A1;,
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Electric Literature of 4318-56-3, 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 4318-56-3 as follows.

[0056] The mixture of 6-chloro-3-methyluracil (100 g), p-methoxybenzylchloride (107 g), K2CO3 (86.1 g) and DMAc (600 mL) is stirred at 75C for 4 h. Water (400 mL) is added at 45C and the mixture is cooled to room temperature. Water (800 mL) is added and the mixture is stirred at room temperature. The crystals are isolated by filtration, washed with the mixture of DMAc and water (1:2, 200mL) and dried to give 6-chloro-l-(4- methoxybenzyl)-3-methylpyrimidine-2,4(lH,3H)-dione (167 g). ]H NMR (500 MHz, CDC13) delta 3.35 (s, 3H), 3.80 (s, 3H), 5.21 (s, 2H), 5.93 (s, 1H), 6.85-6.89 (m, 2H), 7.26-7.32 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4318-56-3, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; INTRA-CELLULAR THERAPIES, INC.; ABE, Takashi; BUCKTON, Graham; DAVIS, Robert; HOOPER, Mark; LI, Peng; MARUYAMA, Hideaki; TAKASUGA, Masahiro; WENNOGLE, Lawrence P.; YAMAMOTO, Yuhei; YAMASHITA, Hironori; WO2014/205354; (2014); A2;,
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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. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Methylpyrimidine-5-carbaldehyde

B) 1-(2-methylpyrimidin-5-yl)ethanolTo a stirred solution of 2-methylpyrimidine-5-carbaldehyde (5.00 g, 38.9 mmol) in tetrahydrofuran (85 mL) was slowly added 33 muL of 1.4 M methylmagnesium bromide solution in tetrahydrofuran at 0° C. The mixture was stirred at room temperature for 1 hour and then quenched with water (50 mL) and extracted with EtOAc (3.x.200 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography (0-100percent EtOAc/hexane) to afford a colorless oil.

The synthetic route of 90905-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wei, Zhi-Liang; O’Mahony, Donogh John Roger; Duncton, Matthew; Kincaid, John; Kelly, Michael G.; Wang, Zhan; US2008/275037; (2008); A1;,
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Synthetic Route of 5413-85-4, 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 5413-85-4 as follows.

To a 7 N solution of ammonia in MeOH (40 mL) was added 4,6-dichloro-pyrimidin-5-ylamine (8.7 g, 53 mmol) and the solution was heated to 100 C. in a sealed tube. After 12 h, the resulting solution was cooled to rt and allowed to stand for 2 h. The colorless crystalline material that resulted was collected by filtration and washed with ice cold MeOH (10 mL). MS (ESI): mass calcd. for C4H5ClN4, 144.0; m/z found, 145.0 [M+H]+. 1H NMR ((CD3)2SO): 7.64 (s, 1H), 6.70 (s, 2H), 4.93 (s, 2H).

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; Lebsack, Alec D.; US2009/156598; (2009); A1;,
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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. 1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, 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. COA of Formula: C12H10N2O2

General procedure: To a solution of 5-methyl-2-(pyrimidin-2-yl)benzoic acid(0.040 g, 0.19 mmol) in CHCl3 (1.5 mL) were added DIPEA(0.092 ml, 0.53 mmol), 43d (0.037 g, 0.15 mmol) and a solution of1-propanephosphonic acid cyclic anhydride (T3P, 1.7 mol/L inEtOAc, 0.30 ml, 0.52 mmol) at room temperature. After this mixturewas stirred at 60 C for 5 h, water was added, and the mixturewas extracted with CHCl3. The organic layer was washed withbrine, dried over Na2SO4, filtered, and concentrated under reducedpressure. The resulting residue was purified by preparative HPLC toobtain the titled compound 12 as a colorless amorphous (0.024 g,36% yield).

With the rapid development of chemical substances, we look forward to future research findings about 1088994-22-2.

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
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Adding a certain compound to certain chemical reactions, such as: 56621-90-0, 5-Amino-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, Quality Control of 5-Amino-2-chloropyrimidine, blongs to pyrimidines compound. Quality Control of 5-Amino-2-chloropyrimidine

2-Chloropyrimidin-5-amine (500 mg, 3.86 mmol) was added to a suspension of an aqueous Na2CO3 solution (2.0 M, 3.9 ml_, 7.72 mmol), (0525) Pd(dppf)CI2.CH2Cl2 (252 mg, 0.308 mmol ) and 4-fluorophenyl boronic acid (801 mg, 5.78 mmol ) in 1 ,4- dioxane (15 ml_). The reaction mixture was refluxed for 5 h and allowed to reach rt, poured into water (20 ml_) and extracted with EtOAc. The combined organic layers were dried over anh. Na2SO4, filtered and concentrated. The crude product thus obtained was purified by flash chromatography on silica gel, gradient acetone/hexane (40:0) to give the title compound as yellow oil (765 mg, 94% yield). (0526) 1H-NMR (CDCIs, 250 MHz, delta): 8.27 (m, 4H, ArH); 7.1 1 (m, 2H, ArH); 3.77 (bs 2H, NH2). (0527) HPLC-MS (Method C): Ret, 7.84 min; ESI+-MS m/z, 190.2 (M+1 ).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-90-0, 5-Amino-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; TORRENS-JOVER, Antoni; JAGEROVIC, Nadine; ALMANSA-ROSALES, Carmen; (157 pag.)WO2017/178515; (2017); A1;,
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Application of 22536-61-4, Adding some certain compound to certain chemical reactions, such as: 22536-61-4, name is 2-Chloro-5-methylpyrimidine,molecular formula is C5H5ClN2, 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 22536-61-4.

A solution of the compound (556 mg, 1.0 mmol) obtained in Example 16-5), 2-chloro-5-methylpyrimidine (193 mg, 1.5 mmol), tetrakis(triphenylphosphine)palladium(0) (231 mg, 0.2 mmol), and potassium carbonate (276 mg, 2 mmol) in dimethoxyethane (4 mL) and water (1 mL) was stirred at 130°C for 1.5 h under microwave irradiation. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, the mixture was extracted with dichloromethane, and the organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (Isco Combiflash, 40 g, methanol:ethyl acetate = 0:100 to 20:80, gradient) to obtain the title compound (298 mg, 57percent) as a brown oily substance. 1H-NMR (400 MHz, CDCl3) delta: 0.05 (3H, s), 0.07 (3H, s), 0.91 (9H, s), 1.19 (3H, s), 1.49-1.52 (2H, m), 1.58-1.67 (2H, m), 2.34 (3H, s), 2.50 (1H, ddd, J = 15.6, 8.0, 2.2 Hz), 2.63 (1H, ddd, J = 15.6, 7.7, 2.2 Hz), 3.40 (2H, s), 3.50 (1H, d, J = 10.2 Hz), 3.54 (1H, d, J = 10.2 Hz), 4.06 (1H, ddd, J = 14.6, 8.0, 2.2 Hz), 4.31 (1H, ddd, J = 14.6, 7.7, 2.2 Hz), 7.17 (2H, dt, J = 8.7, 2.0 Hz), 8.32 (2H, dt, J = 8.7, 2.0 Hz), 8.62 (2H, s)

According to the analysis of related databases, 22536-61-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo Company, Limited; MORI, Makoto; FUJII, Kunihiko; INUI, Masaharu; BABA, Takayuki; ONISHI, Yukari; AOYAGI, Atsushi; EP2700643; (2014); A1;,
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Synthetic Route of 22536-61-4, Adding some certain compound to certain chemical reactions, such as: 22536-61-4, name is 2-Chloro-5-methylpyrimidine,molecular formula is C5H5ClN2, 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 22536-61-4.

[0397j 5-methyl-2-vinylpyrimidine, Example 11.01. A 3 L 3-necked round bottomed flask was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156 g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), cesium carbonate (156 mL, 1945 mmol) and a large stir bar. Water (1565 mL) was added and the mixture was stirred for several minutes and then THF (244 mL) was added. Argon was bubbled through the mixture for 5 mm and then added palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 mins. The temperature was raised to 62 C and stirring continued to completion. The reaction was then cooled to RT and filtered through two Whatman GF/F filter cups, rinsing with ether. The mixture was transferred to a separatory funnel, and the the layers were separated. The aqueous layer was further extracted with diethyl ether (4 x 200 mL). The organic layers were combined and dried over anydrous MgSO4 and then filtered. The mixture was partially concentrated on the roto evaporator at 20 C and 115 torr for an extended period of time to give an orange liquid. The material was further purified by Kugelrohr distillation to isolate the title compound (65.4 g, 70%) as a light yellow oil. ?HNMR(400MHz, CDC13)E2.31 (s, 3H), 5.68 (d,J10.56Hz, 1H), 6.55 (d,J17.22Hz, 1H), 6.86 (dd, J=17.41, 10.56 Hz, 1H), 8.54 (s, 2H). LCMS-ESI (pos.) mlz: 121.1 (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. 22536-61-4, 2-Chloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (2016); A1;,
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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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H2BrClN2

[000295] Synthesis of 5 -bromo-2-iodopyrimidine (361): To a stirred solution of 5 -bromo-2- chloropyrimidine 360 (1 g, 5.16 mmol) in CH2C12 (10 mL) was added hydrogen iodide (5 mL, 57% aqueous solution) at -10 C; warmed to 0 C and stirred for 5 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was quenched with solid K2C03 (2 g), diluted with water (100 mL) and extracted with CH2C12 (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude compound 361 (1.4 g, 94%) as yellow solid. TLC: 10% EtOAc/ hexanes (R 0.7); 1H-NMR (DMSO-d6, 400 MHz): oe 8.55 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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 2,4,6-Trichloropyrimidine-5-carbaldehyde

To 2,4,6-trichloropyrimidine-5-carbaldehyde (582 mg, 2.75 mmol) in EtOH (7 mL) at -78 °C under argon was added 4-(2- hydrazinylethyl)morpholine hydrochloride (0.5 g, 2.75 mmol) followed by dropwise addition of TEA (1.72 mL, 12.37 mmol). The mixture was stirred at -78 °C for 2 h, then at 0 °C for 2 h. The mixture was concentrated under reduced pressure onto Celite and purified by silica gel chromatography eluting with 0-12percent MeOH in DCM to afford 4-(2-(4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidin-l-yl)ethyl)morpholine (242 mg, 29percent) as a solid. LCMS (ESI) m/z 302 (M + H)+.

With the rapid development of chemical substances, we look forward to future research findings about 50270-27-4.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); A1;,
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