Pyrimidines

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;,
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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;,
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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;,
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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;,
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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;,
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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. 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile, molecular formula is C5H5N5, 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-Diaminopyrimidine-5-carbonitrile

A solution of 0.41 g (2 mmol) of the compound of formula V was dissolved in methanol and 0.13 g (2 mmol) of Raney nickel (catalyst) was reacted with H2 at room temperature for 24 h, and an appropriate amount of water was added, extracted with ethyl acetate, The residue was purified by silica gel column chromatography (eluent: methanol: dichloromethane = 1: 30, v / v), and the residue was purified by silica gel column chromatography. To give a white solid (compound of formula V) in 81% yield.

With the rapid development of chemical substances, we look forward to future research findings about 16462-27-4.

Reference:
Patent; East China University of Science and Technology; Zhu Jin; Huang Jin; Chen Wenhua; Yao Xue; Ling Dazheng; Wang Manjiong; Jiang Hualiang; Li Jian; (21 pag.)CN106938997; (2017); A;,
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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. 89581-38-4, name is Methyl 5-bromopyrimidine-2-carboxylate, molecular formula is C6H5BrN2O2, 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 Methyl 5-bromopyrimidine-2-carboxylate

5-(3-((2-((2,4-dichloro-3-(((2-methoxy-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazol-4-yl)oxy)methyl)phenyl)(methyl)amino)-2-oxoethyl)amino)-3-oxopropyl)-N-methyl-1,4,5,6-tetrahydropyrimidine-2-carboxamide (41) To a solution of 5-bromopyrimidine-2-carboxylic acid methyl ester (5.0 g, 23.0 mmol) in THF (10 mL) was added 8 N solution of methyl amine in ethanol (11.5 mL). The reaction mixture was heated 20 min in a microwave oven, cooled down to room temperature and concentrated under pressure to give 5 g of 5-bromo-N-methylpyrimidine-2-carboxamide as a solid LCMS: 216, 218 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 89581-38-4.

Reference:
Patent; ASTELLAS PHARMA INC.; ALCON RESEARCH, LTD.; US2012/46285; (2012); A1;,
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Synthetic Route of 2435-50-9 , The common heterocyclic compound, 2435-50-9, name is Pyrimidine-4-carbaldehyde, molecular formula is C5H4N2O, 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.

EXAMPLE 14 Synthesis of 4-pyrimidinecarbaldehyde-(5-nitro-2-pyridyl)hydrazone (compound 14) A desired product was obtained in the same manner as in Example 1 by using 3.20 g (20.8 mmol) of 5-nitro-2-pyridylhydrazine and 2.2 g (20.4 mmol) of 4-pyrimidinecarbaldehyde. Yield: 4.00 g (16.4 mmol) [yield rate: 80%] Melting point: 290 to 291 C.

The synthetic route of 2435-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kabushiki Kaisha Toshiba; US5569763; (1996); A;,
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Pyrimidine – Wikipedia

Application of 876343-10-1 ,Some common heterocyclic compound, 876343-10-1, molecular formula is C6H3ClIN3, 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.

4-(4-(5-Fluoro-3-r4-(1-fluoro-cvclopropyl)-benzoylaminol-2-methyl-phenyl)-7H- Pyrrolor2 -dlpyrimidin-6-yl)-3,6-dihvdro-2H-pyridine-1-carboxylic acid dimethylamide(1 ) 4-(4-Chloro-7H-pyrrolor2,3-dlpyrimidin-6-yl)-3,6-dihvdro-2H-pyridine-1-carboxylic acid tert-butyl ester, Intermediate 1To a mixture of 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine (2.6 g, 9.30 mmol) and dichlorobis(triphenylphosphine)palladium (II) (0.52 g, 0.74 mmol) in 1-propanol (120 ml) and aqueous sodium carbonate solution (2M, 10.23 ml, 20.46 mmol), 4-(4, 4,5,5- tetramethyl-[1 ,2,3]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (3.02 g, 9.77 mmol) was added. The mixture was heated to 100C for 18 hours. After cooling the brownish mixture was diluted with 200 ml water and extracted with DCM. The organic layer was washed with brine (2x) and dried over sodium sulfate, than filtered and evaporated. The residue was purified by flash chromatography on silica (cyclohexane/EtOAc 1 :1 ) to afford the compound Intermediate 1 as a beige solid.MS (ESI): 335 [M+H]+ , 1H-NMR (DMSO-d6): delta (ppm) 12.64 (br s, 1 H), 8.56 (s, 1 H), 6.59 (s, 2H), 4.08 (br s, 2H), 3.57 (m, 2H), 2.55 (m, 2H), 1.45 (s, 9H). (2) 4-Chloro-6-(1.2.3.6-tetrahvdro-pyridin-4-vn-7H-pyrrolor2.3-dlpyrimidine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,876343-10-1, its application will become more common.

Reference:
Patent; NOVARTIS AG; HENG, Richard; HOEGENAUER, Elizabeth, Kate; KOCH, Guido; PULZ, Robert, Alexander; VULPETTI, Anna; WAELCHLI, Rudolf; WO2013/8095; (2013); A1;,
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Synthetic Route of 69034-12-4, 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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

A mixture of crude methyl 4-ethyl- 1,2,3 ,4-tetrahydroi soquinoline-7-carboxyl ate (100 mg, 0.46 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (99 mg, 0.55 mmol) and DIPEA (178 mg, 1.38 mmol) in CH3CN (1 mL) was stirred at 100 C for 2 h in a sealed tube. LCMS showed that the reaction was completed. The mixture was concentrated under reduced pressure. The residue was purified by preparative TLC with petroleum ether ethyl acetate = 81 to afford methyl 4-ethyl-2-(5 -(trifluoromethyl)pyrimidin-2-yl)- 1,2,3 ,4-tetrahydroi soquinoline-7- carboxylate (140 mg, 81.8%) as a yellow oil. LC-MS tR= 0.911 mm in 5-95AB 1.5 mm chromatography (Welch IVIK RP-18e, 25-2 mm), MS (ESI) mz 366.0 [M+H].

Statistics shows that 69034-12-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; FAN, Yi; JIA, Lanqi; SINGH, Suresh, B.; TICE, Colin, M.; XU, Zhenrong; YUAN, Jing; ZHUANG, Linghang; (172 pag.)WO2017/87608; (2017); A1;,
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