Day: September 27, 2021

Reference of 171178-33-9, 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 171178-33-9, name is 6-Chloropyrido[3,2-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

6-Chloro-3/7-pyrido[3,2-i/]pyrimidin-4-onc (1.242 g, 6.67 mmol), tert- butyl l-oxa-6- azaspiro[2.5]octane-6-carboxylate (2.34 g, 11 mmol) and K2CO3 (2.76 g, 19.9 mmol) were stirred in DMF (20 ml) at 70 C for 48 hours. The reaction mixture was filtered, and the resulted filtrate was purified by preparative LC (on C-18 Gemini-NX 5 pm column, 5 mM aqueous NH4HC03-MeCN, gradient), to give tert- butyl 4-[(6-chloro-4-oxo-quinazolin-3- yl)methyl]-4-hydroxy-piperidine- 1 -carboxylate.

According to the analysis of related databases, 171178-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; KISS, Arpad; MOLNAR, Balazs; STROFEK, Agnes; KUN, Vilibald; MURRAY, James Brooke; MACIAS, Alba; LEWKOWICZ, Elodie; CHANRION, Maia; IVANSCHITZ, Lisa; GENESTE, Olivier; (86 pag.)WO2019/105963; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 696-07-1, 5-Iodouracil, 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, HPLC of Formula: C4H3IN2O2, blongs to pyrimidines compound. HPLC of Formula: C4H3IN2O2

General procedure: In a typical experiment Pd(OAc)2, triphenylphosphine, iodouracil derivatives (1, 5), amine nucleophiles (a-g) and triethylamine were used in the same amount as above and were dissolved in 10mL of DMF under argon in a 100mL autoclave. The atmosphere was changed to carbon dioxide and the autoclave was pressurized to the given pressure with carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 50C. After the given reaction time the reaction mixture was cooled to room temperature and the autoclave was carefully depressurized in a well-ventilated hood. The product mixture was analysed by GC and GC-MS. The work-up of the reaction mixture was identical to that discussed for the atmospheric experiments. 3.4.1 5-(N-tert-Butylglyoxylamido)uracil (3a) Yield: 175mg (73%), Off white powder, m.p. 270-271C; Rf (15% MeOH/CHCl3) 0.65. deltaH (500MHz, DMSO-d6) 11.82 (1H, br s, NH), 11.42 (1H, br s, NH), 8.20 (1H, s, NHCH), 7.98 (1H, s, CONH), 1.31 (9H, 3 x (CH)3). deltaC NMR (125.7MHz) 186.6, 165.7, 161.3, 150.9, 150.6, 108.8, 51.1, 28.7. IR (KBr, nu (cm-1)): 3375 (NH), 1734, 1700, 1669 (CO), 1653 (Amide I.), 1616 (C=C), 1499 (Amide II.); MS m/z (rel. int.): 238 (100, [M-H]-), MS/MS (rel. int.) 238 (19), 223 (10), 195 (32), 123 (8), 111 (100).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,696-07-1, 5-Iodouracil, and friends who are interested can also refer to it.

Reference:
Article; Kollar, Laszlo; Varga, Marta Georgina; Doernyei, Agnes; Takacs, Attila; Tetrahedron; vol. 75; 33; (2019); p. 4632 – 4639;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22177-99-7, 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. 22177-99-7, name is 4-(6-Chloro-2-methylpyrimidin-4-yl)morpholine, molecular formula is C9H12ClN3O, 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.

(2-Methyl-6-morpholin-4-yl-pyrimidin-4-yl)-hydrazine A mixture of hydrazine monohydrate (150 ml, 3.09 mmol) and 4-(6-chloro-2-methyl-pyrimidin-4-yl)-morpholine (300 mg, 1.40 mmol) in EtOH (3 ml) was heated under reflux overnight. Additional hydrazine monohydrate (200 ml, 4.20 mmol) was added and the reaction was heated under reflux for a further 24 h. The reaction was allowed to cool to room temperature. The resulting precipitate was collected by filtration to give the title compound (246 mg, 84% yield).

According to the analysis of related databases, 22177-99-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia