Day: September 17, 2021

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

Related Products of 42965-55-9, 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 42965-55-9, name is 5,6-Diaminopyrimidine-2,4(1H,3H)-dione sulfate. This compound has unique chemical properties. The synthetic route is as follows.

Example 72: 8-CycIopentyI-l-isobutyI-2-(2-methyI-pyridin-3-yIoxy)-l,7-dihydro- urin-6-one:; Step 1: 2,6-DichIoro-8-cyclopentyl-7H-purine:; A mixture of 5,6-diamino-lH-pyrimidine-2,4-dione sulphate (lOg, 70.42 mmol) and cyclopentanecarboxylic acid (8.02g, 70.42 mmol) was taken in POCI3 and stirred at reflux temperature for 3 days under inert conditions. Reaction mixture wasconcentrated and quenched with water and extracted with ethyl acetate. Ethyl acetate layer was washed with brine and water, dried over anhydrous sodium sulphate and concentrated. Residue obtained was purified by coloumn chromatography to provide 2,6-dichloro-8-cyclopentyl-7H-purine (3.5 g, 20 %) as brown solid.’HNMR(400MHz, CDC13): delta 1.25-1.81 (m, 2H); 1.85-1.93 (m, 2H); 1.98-2.07 (m, 2H); 2.20-2.25 (m, 2H); 3.42-3.45 (m, 1H); 1 1.50 (s, 1H).

According to the analysis of related databases, 42965-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADVINUS THERAPEUTICS PRIVATE LIMITED; RAMDAS, Vidya; KOUL, Summon; BASU, Sujay; WAMAN, Yogesh; SHEJUL, Yogesh; BARAWKAR, Dinesh; PALLE, Venkata Poornapragnacharyulu; WO2011/55391; (2011); 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

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

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

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: 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

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: 63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

5-Bromo-2,4,6-trichloropyrimidine (3.00 g, 10.9 mmol) was dissolved in THF (18 mL) and water (9 mL), and sodium acetate (2.67 g, 32.6 mmol), followed by 3,4-difluoroaniline (1.43 g, 1.10 mL, 11.1 mmol) were added. The mixture was stirred at room temperature for 18 h. After that, a saturated aqueous solution of sodium hydrogencarbonate (30 mL) was added and the resulting mixture was extracted with ethyl acetate (2 x 150 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 120 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 10:90) to afford, after drying in vacuo (40C, 5 mbar), the title compound as a light yellow solid (3.32 g, 86%). HPLC (method LCMS_fastgradient) tR = 1.37 min. 1H NMR (CDC13, 300 MHz): delta 7.17- 7.24 (m, 2 H), 7.43 (br s, 1 H), 7.59-7.68 (m, 1 H). MS (ES+) m/z 353.9, 355.9, 357.8 [M+H, Br & 2 CI isotopes] .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63931-21-5, 5-Bromo-2,4,6-trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; STEINER, Sandra; (89 pag.)WO2018/11164; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5466-43-3 , The common heterocyclic compound, 5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, 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.

3,5-Dimethylisoxazole boronic acid (0.4 g, 2.8 mmol) was added to a solution of 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine (0.75 g, 4 mmol) in tetrahydrofuran (10 mL). The mixture was flushed with N2 before addition of palladium acetate (0.07 g, 0.28 mmol) and triphenylphosphine (0.14 g, 0.56 mmol). Thereafter, 2M aqueous sodium carbonate solution was added and the mixture was reflushed with N2. The mixture was stirred at a temperature in the range of 20 C. to 50 C. for 8 to 12 hours and then cooled to about 20 to 35 C. The mixture was diluted with water and the organic layer was separated. The aqueous layer was re-extracted with ethyl acetate. The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel) to afford the title compound as a light yellow liquid (0.52 g, 53% yield).1H NMR (CDCl3, 300 MHz): delta 3.08 (t, J=7.8 Hz, 2H), 2.83 (d, J=7.8 Hz, 2H), 2.41 (s, 3H), 2.30 (s, 3H), 2.23-2.16 (m, 2H).LC-MSD (ES+): (m/z) 250 [(M+H)+, 100].

The synthetic route of 5466-43-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144731; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia