Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 918340-51-9, 4-Chlorofuro[2,3-d]pyrimidine, 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, Safety of 4-Chlorofuro[2,3-d]pyrimidine, blongs to pyrimidines compound. Safety of 4-Chlorofuro[2,3-d]pyrimidine

To a stirred solution of trans-4-(dimethylamino)cyclohexanol in freshly distilled THF (8 mL), cooled to 0C, was slowly added sodium hydride (40 mg, 1.00 mmol, 2.58 equiv, 60% dispersion in mineral oil) under nitrogen. The mixture was stirred at 0C for 30 min and then 4- chlorofuro[2,3-d]pyrimidine (60 mg, 0.39 mmol, 1.00 equiv) was added and the reaction was stirred overnight at 50C. The reaction solution was then quenched by the addition of water, extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product (80 mg) was purified by Prep-HPLC with the following conditions (SHIMADZU): Column, SunFire Prep CI 8, 19* 150mm 5um; mobile phase, water with 1% HCOOH and CH3CN (3.0% CH3CN up to 8.0% in 10 min); Flow rate: 20 mL/min; UV detection at 254/220 nm. The product-containing fractions were collected and partially evaporated to remove solvents under reduced pressure. The residue was lyophilized overnight to give the resulted tra/?5-4-(furo[2,3-d]pyrimidin-4-yloxy)-N,N- dimethylcyclohexanamine formate (37.3 mg, 31%) as a white solid. LCMS: (ES, m/z): 262 [M- HCOOH+H]+. 1H NMR: (400 MHz, CD3OD): delta 8.53 (1H, brs), 8.50 (1H, s), 7.84 (1H, d), 6.92 (1H, d), 5.37-5.31 (1H, m), 3.32-3.15 (1H, m), 2.74 (6H, s), 2.45 (2H, d), 2.20 (2H, d), 1.81-1.65 (4H, m).

The synthetic route of 918340-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine C.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; WO2014/11911; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

To a suspension of sodium hydride (36.141 g, 903.62 mmol) in N,N-dimethylacetamide (118 mL) at -5 C. (ice/salt bath) was added a dark solution of 4-chloropyrrolo[2,3-d]pyrimidine (119.37 g, 777.30 mmol) in N,N-dimethylacetamide (237 mL) slowly. The flask and addition funnel were rinsed with N,N-dimethylacetamide (30 mL). A large amount of gas was evolved immediately. The mixture became a slightly cloudy orange mixture. The mixture was stirred at 0 C. for 60 min to give a light brown turbid mixture. To the mixture was slowly added [2-(trimethylsilyl)ethoxy]methyl chloride (152.40 g, 914.11 mmol) and the reaction was stirred at 0 C. for 1 h. The reaction was quenched by addition of 12 mL of H2O slowly. More water (120 mL) was added followed by methyl tert-butyl ether (MTBE) (120 mL). The mixture was stirred for 10 min. The organic layer was separated. The aqueous layer was extracted with another portion of MTBE (120 mL). The organic extracts were combined, washed with brine (120 mL×2) and concentrated under reduced pressure to give the crude product 4-chloro-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine as a dark oil. Yield: 85.07 g (97%); LC-MS: 284.1 (M+H)+. It was carried to the next reaction 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,3680-69-1, its application will become more common.

Reference:
Patent; Huang, Taisheng; Xue, Chu-Biao; Wang, Anlai; Kong, Ling Quan; Ye, Hai Fen; Yao, Wenqing; Rodgers, James D.; Shepard, Stacey; Wang, Haisheng; Shao, Lixin; Li, Hui-Yin; Li, Qun; US2011/224190; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1753-50-0 ,Some common heterocyclic compound, 1753-50-0, molecular formula is C5H2ClN3, 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.

The crude compound 4 (383 mg, 1 mmol) was dissolved in 10 mL of N,N-dimethylformamide, followed by 2-chloro-5-cyanopyranidine 4f (139 mg, 1 mmol).Purchased in Haoyuan Chemical Technology Co., Ltd.),Barium carbonate (977mg, 3mmol),The mixture was heated to 80 C for 2 hours.The reaction solution was concentrated under reduced pressure.The resulting residue was beaten with 3 mL of methanol.filter,The title compound 4 (60 mg, yield: 12%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1753-50-0, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Yang Fanglong; Fan Xing; Wang Yang; Qu Jian; Zhang Mingquan; He Feng; Tao Weikang; (93 pag.)CN110218218; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 90905-33-2, 2-Methylpyrimidine-5-carbaldehyde, 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, 90905-33-2, blongs to pyrimidines compound. COA of Formula: C6H6N2O

To a solution of Intermediate 47 (200 mg, 0.292 mmol) in DCM (8 mL) was added 2 methylpyrimidine-5-carbaldehyde (42.8 mg, 0.350 mmol) and NaBH(OAc)3 (155 mg 0.73 mmol). After stirring at room temperature overnight, The mixture was (0937) concentrated to give a residue which was purified by prep-HPLC (Waters 2767/Qda, Column: Waters Xbridge 19* 150mm lOum, Mobile Phase A: H20 (0.1percentNH4OH), B: ACN) to yield Compound 90 (35 mg, 26.7percent yield) as a light yellow solid. NMR CD3OD (400 MHz): delta 8.66 (s, 2H), 8.27 (s, 1H), 7.62 (s, 1H), 4.10-3.71 (m, 6H), 3.56 (s, 2H), 2.68 (s, 3H), 2.62-2.33 (m, 6H), 1.89-1.61 (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,90905-33-2, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; PANDE, Vineet; HERKERT, Barbara; KROSKY, Daniel, Jason; QUEROLLE, Olivier, Alexis, Georges; PATRICK, Aaron Nathaniel; (161 pag.)WO2018/50684; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 823-89-2, 5-Bromo-2-hydrazinopyrimidine, 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, 823-89-2, blongs to pyrimidines compound. Recommanded Product: 823-89-2

Step 2. Synthesis of (E)-2-(2-benzylidenehydrazinyl)-5-bromopyrimidine. To a boiling solution of 5-bromo-2-hydrazinylpyrimidine (1.0 g, 5.3 mmol) in ethanol (40 mL) was added benzaldehyde (0.6 g, 1.1 eq). The mixture was stirred for 2-3 h. Solvent was removed under reduced pressure and the residue was treated with aq. NaHCO3 solution and extracted with CHCl3. Organic layer was separated, washed with water and dried to give desired hydrazone (700 mg). M.p.=189-190 C. 1H NMR 400 MHz (DMSO-d6) 811.50 (s, 1H), 8.60 (s, 1H), 8.20 (s, 1H), 7.66 (m, 2H), 7.39 (m, 3H). LCMS m/e 278 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,823-89-2, its application will become more common.

Reference:
Patent; ArQule, Inc.; US2011/160226; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, 10320-42-0, blongs to pyrimidines compound. HPLC of Formula: C4H2ClN3O2

EXAMPLE 47; (S)-2-(4-Chlorophenyl)-5-(2-(3-(methylamino)pyrrolidin-l-yl)pyrimidin-5-yl)-4,5- dihydropyrrolo[3,4-c]pyrazol-6(2H)-one; Example 47 A. (5)-N-Methyl- 1 -(5 -nitropyrimidin-2-yl)pyrrolidin-3 -amine; [00229] (S)-N-Methylpyrrolidin-3 -amine (286 mg, 2.86 mmol) was added to 2- chloro-5-nitropyrimidine (415 mg, 2.60 mmol) slowly (CAUTION: extreme exotherm. . .). The resulting mixture was heated at 110 0C for 10 min. After cooling down to room temperature, another portion of amine (0.100 g) was added to the reaction mixture. The resulting mixture was heated at 110 0C for 10 min. After cooling down to room temperature, the obtained black solid product (Example 47A) was used for next step without further purification. LCMS (ES): m/z 252.3 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10320-42-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DEVASTHALE, Pratik; WASHBURN, William, N.; WANG, Wei; HERNANDEZ, Andres; AHMAD, Saleem; ZHAO, Guohua; WO2010/47956; (2010); 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. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde, molecular formula is C6H6N2O, 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: C6H6N2O

To a stirred solution of N1-cyclopropyl-5-fluorobenzene-1,2-diamine Int-1 (200 mg, 1.20 mmol) in DMF (2 mL) and water (0.2 mL) under an inert atmosphere was added 2-methylpyrimidine-5-carbaldehyde (176 mg, 1.44 mmol) and oxone (364 mg, 2.40 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 2percent MeOH/CH2Cl2) to afford 1-cyclopropyl-6-fluoro-2-(2-methylpyrimidin-5-yl)-1H-benzo[d]imidazole Ex. 20 (70 mg, 0.26 mmol, 22percent) as an off white solid. ?H NMR (400 MHz, CD3OD): oe 9.27 (s, 2H), 7.69 (dd, J=8.8, 4.8 Hz, 1H), 7.48 (dd, J=8.9, 2.4 Hz, 1H), 7.16-7.07 (m, 1H), 3.81-3.75 (m, 1H), 2.81 (s, 3H), 1.27-1.19 (m, 2H), 0.83-0.78 (m, 2H). EC-MS: m/z 269 [M+H] at 2.24 RT (99.87percentpurity). HPEC: 99.35percent.

With the rapid development of chemical substances, we look forward to future research findings about 90905-33-2.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4595-61-3, Adding some certain compound to certain chemical reactions, such as: 4595-61-3, name is Pyrimidine-5-carboxylic acid,molecular formula is C5H4N2O2, 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 4595-61-3.

Into a solution of the above amine (0.050 g, 0.13 mmol), pyrimidine-5-carboxylic acid (0.017 g, 0.14 mmol) and 1-hydroxybenzotriazole hydrate (0.008 g, 0.05 mmol) in THF (1.3 mL) was added triethylamine (0.019 g, 0.19 mmol), followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.034 g, 0.018 mmol). After stirring overnight, the reaction mixture was diluted with ethyl acetate and washed with 5percent sodium bicarbonate, and then with brine. The organic layer was dried over sodium sulfate, filtered, and concentrated. The residue was subjected to silica gel chromatography eluted with 1-9percent methanol in methylene chloride to provide the title compound. LRMS (ES, M+H+): 503 1H NMR (CD3OD): delta 9.32 (s, 1H), 9.29 (s, 2H), 8.22 (bs, 1H), 7.91 (bd, J=8 Hz, 1H), 7.67 (bd, J=8 Hz, 1H), 7.55 (dt, J=8 and 5.6 Hz, 1H), 7.49 (m, 2H), 7.24 (m, 2H), 7.15 (m, 2H), 4.69 (s, 2H), 3.69 (s, 3H).

According to the analysis of related databases, 4595-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bock, Mark G.; Kuduk, Scott D.; Wood, Michael R.; US2006/106011; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1753-50-0, 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. 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

To a stirred solution of compound OE (0.80 g, 2.93 mmol) and 2-chloropyrimidine-5-carbonitrile (AF, 0.45 g, 3.22 mmol) in EtOH (10 mL), DIPEA (2.7 mL, 14.65 mmol) was added and the reaction mixture was stirred at 85 C for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (40% EtOAc/hexane) to afford compound OF (0.82 g, 74.5%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): _ 9.01 (d, = 8.8 Hz, 1H), 8.64 (d, = 22.8 Hz, 2H), 7.85 (d, 7 = 18.0 Hz, 2H), 7.55-7.47 (m, 2H), 7.24-7.18 (m, 2H), 5.54-5.51 (m, 1H), 4.40-4.32 (m, 2H); LC-MS: m/z 376.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-50-0, 2-Chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14080-23-0, name is 2-Cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 14080-23-0

[0505] Synthesis of methyl pyrimidine-2-carboxylate:[0506] To a stirred solution of pyrimidine-2-carbonitrile (12.0 g, 114.28 mmol) in MeOH (20 mL) was added methanolic HC1 (180 mL) at 0 C and stirred for 16 h. After completion of starting material by TLC, the volatiles were evaporated under reduced pressure. The residue was neutralized with saturated NaHC03 solution and extracted with EtOAc. The combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was triturated with Hexane to afford methyl pyrimidine-2-carboxylate (10.0 g, crude) as yellow solid. 1H-NMR (DMSO-d6, 400 MHz): delta 9.08 (d, 2H), 7.76 (t, 1H), 3.92 (s, 3H); LC-MS: 94.32%; 139 (M++l) (column; Chromolith RP-18, (100×4.6 mm); RT 2.85 min. 5mM NH4OAc: ACN; 0.8 ml/min); TLC: 70% EtOAc/Hexane (Rf: 0.2).

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, 14080-23-0, 2-Cyanopyrimidine.

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