Tag: M.W:100-200

Application of 5177-27-5, 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 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2,4-dichloropyrimidin-5-amine (1.58 g, 9.63 mmol) and dihydro-2H-thiopyran-4(3H)-one (1.45 g, 12.5 mmol) in dichloromethane (50 ml) at 0 C. was added dropwise a 1 M solution of titanium tetrachloride (10.6 ml, 10.6 mmol) in dichloromethane. After the reaction mixture was stirred at room temperature for 2 h, sodium cyanoborohydride (1.91 g, 28.9 mmol) was added in single portion and the reaction mixture was stirred at room temperature for 16 hours. After the reaction mixture was diluted with dichloromethane, the reaction mixture was poured carefully into iced-saturated NaHCO3 solution. EtOAc was added and then the insoluble materials were filtered off. The phases of the filtrate were separated, and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with water and saturated NaCl, dried with Na2SO4 and concentrated in vacuo to give a crude oil. The crude residue was purified by silica gel chromatography (hexane/ethyl acetate, 100:0 to 3:1) to afford 2,4-dichloro-N-(tetrahydro-2H-thiopyran-4-yl)pyrimidin-5-amine (864 mg, 3.27 mmol, 34% yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.59-1.76 (m, 2H) 2.07-2.20 (m, 2H) 2.58-2.69 (m, 2H) 2.70-2.85 (m, 2H) 3.42-3.57 (m, 1H) 5.78 (d, J=8.84 Hz, 1H) 8.25 (s, 1H). MS [M+H] 264.

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/53921; (2011); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 461-98-3, 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 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 : 3,5-Dichloro-4-[4-(2,6-dimethylpyrimidin-4-ylamino)^ A suspension of 3,5-dichloro-4-(4-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile (65 mg, 0.20 mmol), 4- amino-2,6-dimethylpyrimidine (27 mg, 0.22 mmol), Pdi(dba)3 (5 mg, 0.005 mmol), Xantphos (12 mg, 0.02 mmol) and cesium carbonate (91 mg, 0.28 mmol) in dioxane (2 mL) was sealed in a reaction vial, purged with nitrogen, and heated at 90 C for 18 hours. The reaction mixture was cooled, filtered, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (30-100% ethyl acetate in cyclohexane), then by HPLC (gradient: 25 to 98% acetonitrile in water with 0.1% ammonium hydroxide), to afford the title compound as a white solid (22 mg, 27% yield). ? NMR (400 MHz, DMSO-d6): d 9.41 (d, J = 0.9 Hz, 1H), 8.51 (s, 2H), 8.08 (d, J = 6.9 Hz, 1H), 7.67 (s, 1H), 7.54 (dd, J = 6.9, 1.0 Hz, 1H), 2.73 (s, 3H), 2.58 (s, 3H). LCMS (Method B): RT = 3.00 min, m/z: 410.15 [M+H+].

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 461-98-3, 2,6-Dimethylpyrimidin-4-amine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; GOODACRE, Simon; LAI, Yingjie; LIANG, Yun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/66061; (2012); A1;,
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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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 111196-81-7

[0570] A mixture of (S)-3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidine hydrochloride (1.70 g, 5.5 mmol), 2-chloro-5-ethylpyrimidine (0.85 g, 6.1 mmol) and diisopropylethylamine (1.77 g, 13.8 mmol) in dimethylformamide (150 mL) was stirred at 130oC overnight. After cooling to ambient temperature, dimethylformamide was removed under reduced pressure and the residue was treated with water (200 mL). A brown precipitate was formed which was filtered and re-dissolved in methylene chloride until the solution was clear. This was then dried over sodium sulfate, and filtered through a 3 cm silica gel pad. The solution was then evaporated in vacuo and the residue was purified by column chromatography by eluting with hexanes-ethyl acetate mixture (4:1) to obtain the title product (1.3 g, 62%) as colorless crystals. 1H-NMR (400 MHz, DMSO-d6) delta 8.21 (s, 2H), 7.52 (d, J = 8.7 Hz, 1H), 7.32 (d, J = 8.7Hz, 1H), 7.19 (t, J =8.7 Hz, 1H), 4.17-4.02 (m, 2H), 3.77-3.58 (m, 2H), 3.53-3.35 (m, 2H), 2.87-2.73 (m, 1H),2.41 (q, J = 7.5 Hz, 2H), 2.22-2.11 (m, 1H), 1.94-1.80 (m, 1H), 1.12 (t, J = 7.5 Hz, 3H).

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, 111196-81-7, 2-Chloro-5-ethylpyrimidine.

Reference:
Patent; PRAMANA PHARMACEUTICALS INC.; CHAFEEV, Mikhail; (240 pag.)WO2019/104418; (2019); A1;,
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Synthetic Route of 1192479-35-8, 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 1192479-35-8, name is 2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 4 To 49 (55 mg, 0.12 mmol) in toluene (0.5 mL) was bubbled nitrogen gas for 5 minutes. To the reaction mixture was added 2-chloro-5-fluoro-4-methoxypyridine 29 (25 mg, 0.14 mmol), Pd(dba)2 (3.4 mg, 0.006 mmol), 2-i/ -/-butylphosphino-2′-(N^ -dimethylamino) biphenyl (2.0 mg, 0.006 mmol), and sodium ?e/-f-butoxide (25 mg, 0.26 mmol). Nitrogen was bubbled through the reaction mixture for 5 minutes. The reaction mixture was heated to 65 C and stirred for 3.5 h. The reaction mixture was cooled to room temperature and saturatedNH4CI was added. The mixture was extracted with EtOAc. The combined organic layers were washed with water and brine. The organic layer was dried (MgSC^), filtered, and concentrated in vacuo. The residue was purified by preparative silica gel TLC (30%EtOAc/hex) to provide 50 (32 mg, 46%).

According to the analysis of related databases, 1192479-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; WO2012/138590; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, 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 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, blongs to pyrimidines compound. Safety of 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione

General procedure: A mixture of barbituric acid 1 (1 mmol) and aldehyde 2 (1mmol) was refluxed in 5 mL of water for an appropriate timeuntil the generation of 5-arylidenebarbituric acid as indicatedby TLC. Next 2-aminothiophenol (3, 1 mmol) and benzaldehyde(2a, 1 mmol) were added, and the reaction mixture was furtherrefluxed for an appropriate time. On completion of the reactionas indicated by TLC the reaction mixture was allowed to cool toroom temperature and was extracted with EtOAc (3 × 10 mL).After drying with anhydrous Na2SO4 and evaporation underreduced pressure, the crude product was purified suitablyeither by recrystallization from a DCM/EtOH (1:1) solventmixture or column chromatography on silica gel usingEtOAc/hexane (2:8) as the eluent to afford 5-monoalkylbarbiturate4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, and friends who are interested can also refer to it.

Reference:
Article; Kalita, Subarna Jyoti; Deka, Dibakar Chandra; Synlett; vol. 29; 4; (2018); p. 477 – 482;,
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Pyrimidine – Wikipedia

Synthetic Route of 5413-85-4 ,Some common heterocyclic compound, 5413-85-4, molecular formula is C4H3Cl2N3, 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.

A mixture of 4, 6-dichloropyrimidin -5-amine (20.0 g, 122 mmol), ethanamine hydrochloride (EtNH 2 · HCl) (19.9 g, 243 mmol), and potassium carbonate (50.7 g, 367 mmol) in ethanol (100 ml) was heated to 50 for 39 h. The reaction mixture was then cooled to RT, after which it was diluted with DCM (750 ml) and filtered. The filter cake was washed with DCM (250 ml). The combined filtrate was concentrated to dryness to provide 6-chloro -N 4 -ethylpyrimidine-4, 5-diamine MS (ESI) Calc’d for C 6 H 10 ClN 4 [M + H] + 173;. found 173.

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. 5413-85-4, 5-Amino-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCGOWAN, Meredeth Ann; ZHOU, Hua; KATZ, Jason D.; YANG, Lihu; METHOT, Joey; LIPFORD, Kathryn Ann; XU, Shimin; FU, Ning; XU, Guoquan; BIAN, Deqian; FU, Jianmin; LI, Yabin; FONG, Kin Chiu; (124 pag.)WO2017/125; (2017); A1;,
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Pyrimidine – Wikipedia

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.21236-97-5, name is 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, molecular weight is 141.128, as common compound, the synthetic route is as follows.Recommanded Product: 21236-97-5

General procedure: A mixture of phenylisothio-cyanate 1a (1 mmol, 0.135 g), benzaldehyde 2a (1 mmol, 0.106 g) and N,N-dimethyl-6-amino uracil 3a (1 mmol, 0.155 g) in water (5 mL) was refluxed for 1 h in the presence of catalytic amount of p-TSA (20 mol %). After completion of the reaction (monitored by TLC), the mixture was cooled to room temperature, filtered and washed with water (25 mL). The crude product was purified by recrystallization from EtOH to give 4a.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Majumder, Swarup; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 55; 6; (2014); p. 1168 – 1170;,
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Pyrimidine – Wikipedia

Synthetic Route of 6320-15-6 , The common heterocyclic compound, 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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 3,5-dimethylbenzene acetonitrile (725mg, 5mmol) was dissolved in 40ml DMF, underice-cooling conditions , added NaH (120mg, 5mmol). Under the protection of nitrogen gas stirred for 1 hour, the system changed from colorless to red winecolor, afterwards added 2,4-dimethoxy-6-chloropyrimidine (924mg,5mmol). At theroom temperature stirred for 48 h, pass the air into the reaction system and stirringwas continued for 48~72 hours. The reaction was stopped , after the solvent wasdistilled off under reduced pressure added 200ml water to adjust the PH toneutral with hydrochloric acid. Extracted with Ethyl acetate (100ml X 3),combined the organic phases and for drying added Anhydrous sodium sulfate.Purified through column chromatography (petroleum ether / ethyl acetate) to obtaina pale yellow solid. Yield 89%; melting point. 110-112 C

The synthetic route of 6320-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University; LIU, JUNYI; LI, CHAO; WANG, XIAOWEI; ZHANG, ZHILI; GUO, YING; TIAN, CHAO; (12 pag.)CN104119283; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 16490-02-1, Adding some certain compound to certain chemical reactions, such as: 16490-02-1, name is Pyrimidine-4,6-dicarboxylic acid,molecular formula is C6H4N2O4, 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 16490-02-1.

Dimethyl pyrimidine-4,6-dicalpharboxylalphate (llalpha)To a heated solution (75C) of 4,6-dimethylpyrimidine (846 mg, 8.00 mmol) and NaOH (211 mg, 5.28 mmol) in water (3 mL) was added a solution OfKMnO4 (5.28 g in 25 mL water) overl5 min. The resulting mixture was stirred at 80C for 3 hrs. The hot solution was filtered hot and manganese dioxide washed with hot water (8 mL). The filtrate and washings were concentrated to 5 mL and acidified with cone. HCl to pH 2-3. After cooling, the precipitation was collected, yielding 591 mg of crude pyridine-4,6-dicarboxylic acid. The diacid was then dissolved in MeOH (15 mL) and cone. H2SO4 (1.5 mL) was added dropwise carefully. The mixture was refluxed for 24 hrs, cooled to room temperature and concentrated in vacuo. The resultant oily residue was neutralised with sat. NaHCO3 and extracted with EtOAc (3 x 30 mL). The combined organic extracts were washed with H2O (50 mL) and brine (5OmL), dried over Na2SO4, filtered and concentrated. The product was then purified by column chromatography (petroleum ether 40-60 : EtOAc 5 : 5 to 3 :7) yielding 311 mg (20%) of 11 a as a white solid.

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. 16490-02-1, Pyrimidine-4,6-dicarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher, Joseph; MCDONOUGH, Michael; ROSE, Nathan; THALHAMMER, Armin; WO2010/43866; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4,6-Dichloro-5-methoxypyrimidine

A 500 ml, 4-necked flask equipped with thermometer, mechanical stirrer and condenser with gas inlet was purged with N2 and charged with NaH (4.4 g; 0.1 1 mol) and N,N-dimethylformamide (50 ml). In a separate flask were dissolved 4-hydroxy-piperidine-1-carboxylic acid isopropyl ester (18.7 g; 0.1 mol) and 4,6-dichloro-5-methoxy-pyrimidine (17.9 g; 0.1 mol) in DMF (50 ml; 0.5 L/mol). The prepared solution was then added dropwise to the above- mentioned NaH/DMF suspension while maintaining the temperature between – 10 and -5C. The resulting mixture is then stirred for one hour, then allowed to warm up to room temperature and stirred for 17 hours. Water (300 ml; 3 L/mol) was added dropwise while maintaining the temperature between 15-300C by cooling with tap water. Heptane (125 ml; 1.25 L/mol) was added and the resulting mixture was heated up to 55C. The aqueous layer was discarded; the organic layer was cooled down to 200C and stirred for another 3-2Oh. The resulting precipitate was filtered and dried in vacuum (at) 500C for 2Oh to yield the title compound as a residue.

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, 5018-38-2, 4,6-Dichloro-5-methoxypyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WELLS, Kenneth M.; FECH, Gary; WU, Wenju; FAWZY, Nagy E.; WO2010/135505; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
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