Month: July 2021

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. 26050-64-6, name is Methyl 4-bromo-3,5-dimethoxybenzoate, A new synthetic method of this compound is introduced below., name: Methyl 4-bromo-3,5-dimethoxybenzoate

Intermediate 73b: methyl 3,5-dimethoxy-4-(prop-1-en-2-yl)benzoate To a solution of Intermediate 73a (6.0g, 21.9 mmol) in DMF (100 ml_) were added isopropenyltributylstanane (7.98g, 24.1 mmol), cesium fluoride (6.66g, 43.8 mmol), and Pd[(te/f-butyl)3P]4 (225 mg, 0.44 mmol). The reaction was heated in a 100 deg C bath for 3h, then cooled to ambient temperature. The reaction was diluted with water and extracted with ethyl acetate (2 x 100 ml_). The combined organic extractes were washed with brine, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified on silica gel with ethyl acetate and hexane as eluent to provide the desired compound. TLC (silica gel, 10% ethyl acetate in hexane): Rf = 0.45

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NOVARTIS AG; BARYZA, Jeremy Lee; BECKWITH, Rohan Eric John; BOWMAN, Keith; BYERS, Crystal; FAZAL, Tanzina; GAMBER, Gabriel Grant; LEE, Cameron Chuck-Munn; TICHKULE, Ritesh Bhanudasji; VARGEESE, Chandra; WANG, Shuangxi; WEST, Laura; ZABAWA, Thomas; ZHAO, Junping; WO2014/136086; (2014); A1;,
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Synthetic Route of 15568-85-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The mixture of 6-chloropyridin-3-amine (5.0 g, 38.8 mmol) and 5- (methoxymethylene)-2,2-dimethyl-1 ,3-dioxane-4,6-dione (7.2 g, 38.8 mmol) in i-PrOH (60 ml_) was stirred at reflux for 2 h, and the solvent was removed to afford 5-((6- chloropyridin-3-ylamino)methylene)-2,2-dimethyl-1 ,3-dioxane-4,6-dione as a solid in 91 % yield (10.0 g). m/z 283 (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, 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Weiguo; ZHANG, Weihan; YANG, Haibin; WO2012/34526; (2012); A1;,
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Application of 1068471-18-0, These common heterocyclic compound, 1068471-18-0, name is Methyl 3-(4-Ethynylphenyl)propanoate, 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.

Methyl 3-(4-ethynylphenyl) propanoate (1c) (243 mg, 1.29 mmol) was dissolved in7mL of N,N?- dimethylformamide (DMF). Copper (I) iodide (156 mg, 0.82 mmol),triethylamine (TEA 1.2mL, 8.23mmol), tetrakis (triphenylphosphine) palladium (0)(Pd(PPh3)4 475mg, 0.41mmol), trimethylsilylacetylene (TMSA 0.74 mL, 5.35 mmol),and iodobenzene (329mg, 1.61mmol) were added and the reaction mixture was stirred at80 C under Ar until all the starting material was consumed, as was monitored by TLC.The reaction mixture was filtered through a pad of celite and organic solvent (ethylacetate: n-hexane = 10:1) was added. The organic phase was washed two times withsaturated ammonium chloride, brine and then dried over magnesium sulfate. Thesolvent was evaporated under reduced pressure to yield the product (308 mg, 90%)

Statistics shows that Methyl 3-(4-Ethynylphenyl)propanoate is playing an increasingly important role. we look forward to future research findings about 1068471-18-0.

Reference:
Article; Ebara, Yasuhito; Hayashi, Tenko; Hori, Sakiko; Kaihatsu, Kunihiro; Kato, Nobuo; Ogata, Katsuya; Okazaki, Miku; Sawada, Shinjiro; Takagi, Kenji; Molecules; vol. 25; 4; (2020);,
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Related Products of 1459-93-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1459-93-4, name is Dimethyl isophthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of Compound B3: [Show Image] To a solution of compound B2 (60 g, 0.31 mol) in 500 mL of MeOH was added a solution of NaOH (12.4 g, 0.31 mol) in 200 mL of MeOH. The mixture was stirred overnight at room temperature. It was concentrated and the residue was dissolved in 500 mL of water and extracted with Et2O. The aqueous solution was acidified with conc. HCl solution to pH = 2, the formed white precipitate was collected and dried under vacuum to give 46 g of crude compound B3 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, Dimethyl isophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Phenex Pharmaceuticals AG; EP2289883; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., SDS of cas: 924-99-2

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 150726-89-9 as follows. Application In Synthesis of Dimethyl 2-(2-methoxyphenoxy)malonate

a) A solution of 10 g of dimethyl-(o-methoxyphenoxy)malonate (Example 1 b) in 80 ml dry methanol was cooled to 0 C. 6.71 g of sodium methylate was added portionenwise. To the suspension was added 2.84 g of acetamidine hydrochloride and the mixture was stirred overnight at room temperature. The solvent was removed under reduced pressure and the residue was suspended in 100 ml of diethyl ether. The solid was filtered off, washed with another portion of 100 ml of diethyl ether and dissolved in 50 ml of water. The pH was adjusted to 4 by adding 25 ml of glacial acetic acid. The white precipitate that formed was filtered off, washed with water and dried to yield 5.17 g of 5-(o-methoxyphenoxy)-4,6-dihydroxy-2-methyl-pyrimidine (or a tautomer) as a white powder.

According to the analysis of related databases, 150726-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bolli, Martin; Boss, Christoph; Clozel, Martine; Fischli, Walter; US2003/87920; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 3-(dimethylamino)acrylate

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 33993-24-7, A common heterocyclic compound, 33993-24-7, name is Cyclopropanecarboxylic anhydride, molecular formula is C8H10O3, 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 Compound Int-28d (0.51 g, 1.87 mmol) in CH2CI2 (3 mL) was added cyclopropyl anhydride (2 mL). The resulting reaction was allowed to stir at room temperature for 2 hours, then a solution of 4M HCl in dioxane ( 3 mL) was added and the reaction was allowed to stir at room temperature for 2 hours. The reaction mixture was then filtered and the collected solid was washed with hexane and dried in vacuo to provide Compound Int-29a (590 mg). MS (ESI) m / e (M+H+): 323.

The synthetic route of 33993-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 217314-47-1, 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. 217314-47-1 name is Methyl 3-amino-5-methoxybenzoate, This 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.

Intermediate H5: Methyl 3-((4-((4-aminonaphthalen-1 -yl)oxy)pyrimidin-2-yl)a methoxybenzoate. Intermediate G2(P) n erme a e OMe To a mixture of Intermediate G2(P) (41.0 g, 1 10 mmol) and methyl 3-amino-5-methoxy benzoate (20.3 g, 111 mmol) in THF (200 mL) was added p-TSA (592 mg, 3.11 mmol) and the resulting suspension was heated at 60C for 18 hr. The reaction mixture was cooled to RT and the suspended solids were collected by filtration, washed with THF (2 x 100 mL) and then re-suspended in a solution of NH3 in MeOH (0.7 M) and stirred vigorously. After 30 min the solid was collected by filtration, washed with NH3 in MeOH (0.7 M) and then dried in vacuo to afford methyl 3-((4-((4-((te/f-butoxycarbonyl)amino)naphthalen-1-yl)oxy)pyrimidin-2- yl)amino)-5-methoxybenzoate, Intermediate H5(P), as a beige solid (34.0 g, 92% purity by HPLC, 56%). To a suspension of Intermediate H5(P) (10.2 g, 92% pure, 18.2 mmol) in DCM (50 mL) was added TFA (10 mL, 130 mmol) dropwise and the resulting black solution kept at RT for 21 hr. An additional aliquot of TFA (5.0 mL, 67 mmol) was added and after a further 3 hr the reaction mixture was evaporated in vacuo. The residue was co-evaporated with toluene (100 mL) then with a solution of NH3 in MeOH (0.7 M, 2 x 100 mL), triturated with MeOH (100 mL) then the resulting solid was collected by filtration, washed with MeOH (50 mL) and dried in vacuo to afford the title compound, Intermediate H5, as a beige solid (7.9 g, 99%); R* 2.15 min (Method 2 acidic, 92% pure); m/z 417 (M+H)+, (ES+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-5-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; RESPIVERT LIMITED; TOPIVERT PHARMA LIMITED; CARIOU, Claire, Anne, Marie; CHARRON, Catherine, Elisabeth; FORDYCE, Euan, Alexander, Fraser; HAMZA, Daniel; FYFE, Matthew, Colin, Thor; ITO, Kazuhiro; KING-UNDERWOOD, John; MURRAY, Peter, John; ONIONS, Stuart, Thomas; THOM, Stephen, Malcolm; WATSON, Hayley, Tegan, Angela; WILLIAMS, Jonathan, Gareth; WO2014/27209; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 957207-58-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 957207-58-8 as follows.

To a 100 mL round-bottomed flask was added methyl 4-bromo-2-(trifluoromethyl)benzoate (2.25 g, 8.00 mmol), fluorovinyl) (methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue was purified by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta?59.92, ?108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+)

According to the analysis of related databases, 957207-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Barton, Thomas; Gao, Xin; Hunter, Jim; LePlae, JR., Paul R.; Lo, William C.; Boruwa, Joshodeep; Tangirala, Raghuram; Watson, Gerald B.; Herbert, John; (90 pag.)US2017/208804; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics