Pyrimidines

Application of 13566-48-8, Adding some certain compound to certain chemical reactions, such as: 13566-48-8, name is 2-Methyl-4,6-dimethoxypyrimidine,molecular formula is C7H10N2O2, 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 13566-48-8.

4,6-Dimethoxy-2-methylpyrimidine (5 g, 32.4 mmol) was dissolved in 443 carbon tetrachloride (54.1 mL) and 61 N-bromosuccinimide (5.77 g, 32.4 mmol) and 444 azobisisobutyronitrile (0.266 g, 1.622 mmol) were added sequentially to the pressure tube, which was sealed and heated to 80 C. for 4 hours and 100 C. for 16 hours. The reaction vessel was cooled to ambient temperature, concentrated in vacuo, and the resulting crude material was purified via flash chromatography, eluting with 0:100 to 25:75 ethyl acetate:heptanes on a 120 g silica gel column over 20 minutes to provide the 445 title compound. 1H NMR (400 MHz, CDCl3) delta ppm 5.92 (s, 1H), 4.39 (s, 2H), 3.95 (s, 6H); MS (ESI+) m/z 235.0 (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. 13566-48-8, 2-Methyl-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (247 pag.)US2018/99932; (2018); A1;,
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Application of 52854-14-5, 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. 52854-14-5, name is 4-Chloro-6-methoxy-5-nitropyrimidine, molecular formula is C5H4ClN3O3, 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.

4-Chloro-6-methoxy-5-nitropyrimidine (0.6g) and 5% Pd on carbon (0.6g) in ethanol(90mL) and under hydrogen (2 bar) was stirred at room temperature for 16h. The mixturewas filtered through a pad of celite and evaporated under reduced pressure to give thesubtitle compound (0.35g).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 52854-14-5, 4-Chloro-6-methoxy-5-nitropyrimidine.

Reference:
Patent; ASTRAZENECA AB; WO2004/108690; (2004); A1;,
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Reference of 186519-92-6 ,Some common heterocyclic compound, 186519-92-6, molecular formula is C7H4ClN3O2, 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 stirred suspension of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (H-1) (3.11 g, 15.7 mmol, 1.0 eq) and a catalytic amount of DMF in a mixture of DCM (40 mL) and THF (40 mL) at RT, oxalyl chloride (2.0 mL, 23.5 mmol, 1.5 eq) is added dropwise. The resulting mixture is stirred for 2 h and then concentrated in vacuo. The residue is dissolved in DCM (50 mL) and the resulting solution is added dropwise to saturated aqueous ammonium hydroxide (200 mL) at RT. The resulting mixture is stirred for 30 min and then filtered. The filter cake is rinsed with H2O (30 mL*2). The filtrate is acidified with conc. HCl to adjust the pH to 4-5. The solid is collected by filtration, rinsed with water and dried in vacuo to afford the product, 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide (H-2).

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. 186519-92-6, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Chan, Katrina; Wilson, Troy Edward; Castro, Alfredo C.; Evans, Catherine A.; Snyder, Daniel A.; US2012/122838; (2012); A1;,
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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. 36314-98-4, name is 2-Amino-4-cyanopyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Amino-4-cyanopyrimidine

Step 2: Synthesis of 1-37.2To a solution of 1-37.1 (100 mg, 0.83 mmol) in CH3CN (10 mL) is added NBS (222 mg, 1.2 mmol) at room temperature. The solution is stirred at the same temperature for 12 hours. The solution is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2C12 as the eluent to afford 1-37.2 (100 mg); m/z: 200 [M++l]

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, 36314-98-4, 2-Amino-4-cyanopyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John, D.; LIU, Weimin; LO, Ho Yin; LOKE, Pui Leng; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee, M.; WO2012/40137; (2012); A1;,
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Related Products of 83255-86-1 ,Some common heterocyclic compound, 83255-86-1, molecular formula is C5H4BrN5, 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.

Add N, N-dimethylacetamide (50mL) to the reaction flask,Add 4-phenoxybenzoic acid (II) (4.81g, 0.022mol) under nitrogen protection,3-bromo-4-amino-1H-pyrazolo [3,4, d] pyrimidine (III) (4.37 g, 0.02 mol),Sodium carbonate (8.74g, 0.1mol), CuBr (0.43g, 0.003mol), 1,10-phenanthroline (0.73g, 0.004mol). The temperature was raised to 150 C for 24h. The temperature was lowered to room temperature, water was slowly added to precipitate a solid, filtered, and dried to obtain a solid product (4.95 g, yield: 81.5%).

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. 83255-86-1, 3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yu Rui; Chen Yu; Wu Honghui; Hu Haiwen; Ye Kai; (6 pag.)CN110511225; (2019); A;,
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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 1266343-30-9, name is 5-Bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H5BrClN3

Stir a suspension of 5-bromo-4-chloro-7-methyl-pyrrolo[2,3-d]pyrimidine (454 g 1.84 mol) in ammonia (30% in H20, 3.63 L) at 120 C in a Hastelloy pressure vessel for 18 h. Cool to 20 C, filter, wash with H20 (1.80 L) and methanol (900 mL), and dry to give the title compound (351 g, 82%) as a white solid. ES/MS m/z (79Br) 227.2(M+H).

With the rapid development of chemical substances, we look forward to future research findings about 1266343-30-9.

Reference:
Patent; ELI LILLY AND COMPANY; CIFUENTES-GARCIA, Marta Maria; GARCIA-PAREDES, Maria Cristina; (34 pag.)WO2018/194885; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 69785-94-0, 5-Aminopyrimidin-4(3H)-one, 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, 69785-94-0, blongs to pyrimidines compound. COA of Formula: C4H5N3O

Example 62 5-Fluoro-N-(4-hydroxy-5-pyrimidinyl)-2-(3-methylsulfanyl-phenoxy)-nicotinamide 5-fluoro-2-(3-methylsulfanyl-phenoxy)-nicotinic acid (150 mg, 0.54 mmol) was dissolved in dimethylformamide (5 ml) and triethylamine (225 l, 1.61 mmol) was added followed by 3-amino-2-hydroxy-pyrimidine (85 mg, 0.56 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (113 mg, 0.59 mmol) and 1-hydroxybenzotriazole (80 mg, 0.59 mmol). The reaction was stirred under nitrogen at room temperature for 48 h and the solvent was removed under reduced pressure. The residue was partitioned between water (10 ml) and dichloromethane (20 ml) and the aqueous phase was extracted with dichloromethane (2*20 ml). The combined organic extracts were washed with brine (10 ml), dried over MgSO4 and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel using dichloromethane:methanol:ammonia (95:5:0.5) as eluent to give the title compound (80 mg) as an off-white solid. 1H NMR (400 MHz, D6-DMSO): delta=12.85 (1H, brs), 10.43 (1H, brs), 8.90 (1H, s), 8.34 (1H, d), 8.27-8.30 (1H, dd), 8.04 (1H, s), 7.35-7.39 (1H, t), 7.21 (1H, s), 7.14-7.16 (1H, d), 7.04-7.07 (1H, d) ppm. N.B. Suspect peak hidden under DMSO peak 3.52 (3H, s) ppm. LRMS (electrospray): m/z [M+Na]+ 395 and [M-H]- 371. Anal. Found C, 54.76; H, 3.53; N, 14.81. C17H13FN4O3S requires C, 54.83; H, 3.52; N, 15.05%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69785-94-0, its application will become more common.

Reference:
Patent; Pfizer Inc; US2005/20587; (2005); A1;,
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Pyrimidine – Wikipedia

Reference of 36314-98-4 ,Some common heterocyclic compound, 36314-98-4, molecular formula is C5H4N4, 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.

40-48wt.% aqueous ammonium sulfide (8.27ml, 48.5mmol) was added to a mixture of 57 (5.3g, 44.1mmol), triethylamine (6.14ml, 44.1mmol), and pyridine (28.8ml, 353mmol) and the resulting suspension was stirred at 52C for 2h. The mixture was concentrated under reduced pressure and H2O was added to the residue. The mixture was chilled to 0C and the resulting precipitate was removed by filtration to deliver 2-aminopyrimidine-4-carbothioamide (5.5g, 35.7mmol, 80% yield) as a yellow solid. 1H NMR (400MHz, DMSO-d6) delta ppm 10.23 (br. s, 1H), 9.58 (br. s, 1H), 8.42 (d, J=4.9Hz, 1H), 7.35 (d, J=4.9Hz, 1H), 6.80 (br. s, 2H). MS (ESI, pos. ion) m/z: 155.1 (M+1).

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. 36314-98-4, 2-Amino-4-cyanopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
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Application of 53557-69-0, 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. 53557-69-0, name is 6-Iodopyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Step 2: 5-(6-Aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole- 3-carbonitrile (VI)Into a 50 mL round bottom flask equipped with a stir bar, condenser and 3-way valve connected to argon and vacuum 2-(5-chloro-2-methylphenyl)-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy] methyl}-1 H-pyrrole-3-carbonitrile coming from the previous step, 6-iodopyrimidin-4-amine (740 mg, 3.35 mmol), 2M Na2C03 (3.35 mL, 6.70 mmol) and dioxane (22 mL) were charged at room temperature. The resulting reaction mixture was degassed three times back filling with argon each time before being charged PdC (dppf) (182 mg, 0.223 mmol). The resulting reaction mixture was degassed four times back filling with argon each time and then warmed to 110 C for 1 h. The reaction mixture was cooled to room temperature, filtered through a pad of Celite, washed with EtOAc, and the filtrate was concentrated and then diluted with EtOAc (30 mL) and water (10 mL). The two layers were separated, and the aqueous layer was extracted with EtOAc (25 mL). The combined organic fractions were washed with aqueous brine (2 x 20 mL), dried over a2S04, filtered and concentrated under reduced pressure. The residue was purified by Biotage SP1 Flash Chromatography (DCM/MeOH/7N NH3in MeOH 97/2/1) to afford the title compound (343 mg, 35%, 2 steps)..

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53557-69-0, its application will become more common.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
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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 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine

Step B: A mixture of 2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine (3.0 g, 8.0 mmol), dimethylzinc (1.2 M×8.0 mL, 9.6 mmol) and [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (130 mg, 0.16 mmol) in 1,4-dioxane (30 mL) was stirred at 110 C. for 16 h under Argon. The mixture was cooled to room temperature, diluted with ethyl acetate and washed with saturated NH4Cl, water and brine. The organic layer was dried over NaSO4, concentrated and purified by silica gel column chromatography (0-35% EtOAc in hexanes) to give a white solid, which was dissolved in trifluoroacetic acid (5.0 mL). After 5 min, the solvent was removed and the residue was partitioned between ethyl acetate and an aqueous saturated NaHCO3 solution. The organic layer was dried over NaSO4, filtered and concentrated to give the title compound (0.7 g, 80%) as a white solid. MS m/z 110.1 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 209959-33-1.

Reference:
Patent; PTC Therapeutics, Inc.; F. Hoffmann-La Roche AG; Woll, Matthew G.; Chen, Guangming; Choi, Soongyu; Dakka, Amal; Huang, Song; Karp, Gary Mitchell; Lee, Chang-Sun; Li, Chunshi; Narasimhan, Jana; Naryshkin, Nikolai; Paushkin, Sergey; Qi, Hongyan; Turpoff, Anthony A.; Weetall, Marla L.; Welch, Ellen; Yang, Tianle; Zhang, Nanjing; Zhang, Xiaoyan; Zhao, Xin; Pinard, Emmanuel; Ratni, Hasane; (317 pag.)US9617268; (2017); B2;,
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