Month: August 2021

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 21440-97-1 as follows. SDS of cas: 21440-97-1

Example 16 General Procedure for Examples 16 to 30; A mixture of the appropriate aryl bromide (2.0 mmol), alkylene (2.2 mmol), N,N-dicyclohexylmethylamine (470 muL, 2.2 mmol) and tri-tert-butylphosphine (24 mg, 0.12 mmol) in dioxane (5 mL) was purged with nitrogen. Tris(dibenzylideneacetone)dipalladium (0) (55 mg, 0.06 mmol) was added and the mixture again purged with nitrogen and then stirred at room temperature. The reaction was monitored by LC/MS. If necessary, more catalyst was added. The reaction was diluted with ethyl acetate and filtered through a small amount of silica gel. The silica gel was rinsed with ethyl acetate and then methanol. The filtrates were kept separate and each concentrated under reduced pressure. The residues from the filtrates were analyzed for product by use of LC/MS. The product was purified by the methods described.; Step 3: (2E)-3-(2-Oxo-1,2-dihydrospiro[3,1-benzoxazine-4,1′-cyclohexan]-6-yl)but-2-enamide6-Bromospiro[4H-3,1-benzoxazine-4,1′-cyclohexan]-2(1H)-one (592 mg, 2.0 mmol), prepared in the previous step, and (E)-but-2-enamide (187 mg, 2.2 mmol) were reacted according to the General Procedure described above. By LC/MS, the methanol filtrate contained the product. The methanol filtrate was concentrated under reduced pressure to remove the solvent. The residue was taken up in ethyl acetate. Upon standing some solid precipitated. The solid was collected by filtration and dried under reduced pressure. By nuclear magnetic resonance (NMR) analysis, the solid contained ethyl acetate. The solid was taken up in methanol-methylene chloride and concentrated under reduced pressure. It was then taken up in methylene chloride and again concentrated under reduced pressure. This process was repeated two additional times and then the solid was dried under reduced pressure to give the title compound (50 mg, 8%) as a white solid, mp 204-207 C. (dec), MS m/z 301, MS m/z 299.

According to the analysis of related databases, 21440-97-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; US2009/197878; (2009); A1;,
Amide – Wikipedia,
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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 5202-85-7 as follows. Product Details of 5202-85-7

General procedure: Indiumtribromide (0.5 mol %) was added to a solution of 2-amino benzanilide or 2-amino-5-chloro benzamide (1 mmol) and desired aldehydes (1 mmol) in acetonitrile (3mL). The mixture was stirred at room temperature for the specified period of time. The progress of the reaction was monitored by TLC. After completion of reaction, solvent was evaporated at reduced pressure, and solid was partitioned between ethyl acetate (15.0 mL) and water (15.0mL), and transferred to a separatory funnel. The organic layer was washed with water, and brine, dried over anhydrous Na2SO4 (s) and concentrated in vacuo. The residue was purified by recrystallization from CH2Cl2/Hexane to afford the corresponding pure 2,3-dihydroquinazolin-4(1H)-ones (3a-3aa) as solids with excellent yields.

According to the analysis of related databases, 5202-85-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rajaka, Lingayya; Penumati, Nageshwar Rao; Nagaiah; Poornachandra; Kumar, C. Ganesh; Synthetic Communications; vol. 45; 16; (2015); p. 1893 – 1901;,
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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. 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: amides-buliding-blocks

General procedure: In a helium-filled glove box, the desired number ofequivalents of Na-AG or Na-SG were added to a round bottom flask, along with aglass-coated stir bar, and the flask sealed with a septum. This closed systemwas then taken out of the glove box, continuously purged with nitrogen, followedby injection of the pure synthesized Weinreb amide dissolved in THF. The resulting mixture was stirred for thetime specified. After completion of the reaction, the mixture was then partitioned using ethyl acetate and brine. The organic layer was concentrated under reducedpressure using a rotary evaporator. 1H NMR of the crude product wastaken to check for reaction extent/completion and to identify the productsobtained. Crude product was fractionated and purified by columnchromatography on silica gel to afford the desired product and byproducts.

The synthetic route of 122334-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jackson, James E.; O’Brien, Brittany N.; Kedzior, Sonya K.; Fryz, Gage R.; Jalloh, Fatmata S.; Banisafar, Arash; Caldwell, Michael A.; Braun, Max B.; Dunyak, Bryan M.; Dye, James L.; Tetrahedron Letters; vol. 56; 45; (2015); p. 6227 – 6230;,
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Related Products of 16982-21-1, 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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of ethyl thiooxamate (0.40 g, 3.0 mmol) and 2-Bromoacetophenone (0.60 g, 3.0 mmol) in ethanol (20 ml) was heated to reflux for 6 h. The reaction mixture was concentrated in vacuo, then diluted with ethyl acetate (30 ml), and washed with 1N NaHCO3 (3 × 20 mL) and brine (2 × 20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) as eluent to afford the desired product (0.52 g, 74%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta: 8.55 (s, 1H), 8.08, 8.06 (dd, J = 1.7, 7.6 Hz, 2H), 7.52-7.39 (m, 3H), 4.42 (q, J = 7.1 Hz, 2H), 1.37 (t, J = 7.1 Hz, 3H).

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

Reference:
Article; Xu, Xue; Deng, Liming; Nie, Lu; Chen, Yueming; Liu, Yanzhi; Xie, Rongrong; Li, Zheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 525 – 528;,
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Related Products of 6269-91-6, 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 6269-91-6 as follows.

To a solution of 3-aminosulfonyl-4-methylnitrobenzene in dichloromethane and methanol was added 10% Pd/C and the mixture shaken under a hydrogen atmosphere at 50 psi for 15 minutes. The mixture was filtered through diatomaceous earth and the filter cake was washed with methanol. The combined organic solvents were concentrated under reduced pressure to give crude product, which was further purified by flash column chromatography (ethyl acetate:hexanes 1:1) to give 3-aminosulfonyl-4-methylaniline, LCMS: purity: 87%; MS (m/e): 187 (MH+).

According to the analysis of related databases, 6269-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; US2012/232106; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 5511-18-2, These common heterocyclic compound, 5511-18-2, name is Adamantane-1-carboxamide, 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.

Powdered LiAlH4 (3 g, 80 mmol) was added to a stirred solution of the carboxamide in THF (120 mL) at 0 C. After warming to ambient temperature, the suspension was heated at reflux for 16 h, cooled, and saturated aqueous sodium hydroxide (20 mL) was added dropwise at 0 C with vigorous stirring. After stirring for 1 h at ambient temperature, the mixture was filtered and the residue was washed with CH2Cl2 (60 mL). The combined organic portions were dried (MgSO4) and evaporated in vacuo to give the crude amine S8 (4.1 g, 60% over 3 steps) as a colourless oil with some solid impurities. The crude was then purified by flash chromatography on silica eluting with CH2Cl2-MeOH-NH4OH (90:9:1) to give the pure amine S8 as a colourless oil; deltaH (200 MHz; CDCl3) 2.31 (2 H, s), 1.98 (3 H, br s), 1.76-1.60 (6 H, m), 1.46-1.45 (6 H, m). The spectroscopic data matched that reported by the Aldrich Library.

Statistics shows that Adamantane-1-carboxamide is playing an increasingly important role. we look forward to future research findings about 5511-18-2.

Reference:
Article; Beinat, Corinne; Banister, Samuel D.; Hoban, Jane; Tsanaktsidis, John; Metaxas, Athanasios; Windhorst, Albert D.; Kassiou, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 828 – 830;,
Amide – Wikipedia,
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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. 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 42137-88-2

1-[1-(4-Bromo-phenyl)-1-methyl-ethyl]-4-(toluene-4-sulfonyl)-piperazine To a solution of 1-(4-bromo-phenyl)-1-methyl-ethylamine (400 mg, 1.84 mmol) in diisopropylethylamine (4 mL) was added N,N-bis(2-chloroethyl)-4-methylbenzene sulphonamide (500 mg, 1.68 mmol) and the reaction subjected to microwave irradiation at 150 C. for 9 h afterwhich time the reaction was concentrated in vacuo and the crude residue purified by reverse phase preparative HPLC-MS to afford 1-[1-(4-bromo-phenyl)-1-methyl-ethyl]-4-(toluene-4-sulfonyl)-piperazine as a peach solid (375 mg, 47%). AnalpH2_MeOH-4 min(1): RT 3.04 min; m/z 437/439 [M+1]+.

According to the analysis of related databases, 42137-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ashworth, Alan; Lord, Christopher James; Elliot, Richard James Rowland; Niculescu-Duvaz, Dan; Porter, Roderick; Boffey, Raymond John; Bayford, Melanie Jayne; Firth-Clark, Stuart; Jarvis, Ashley Nicholas; Perrior, Trevor Robert; Key, Rebekah Elisabeth; US2015/99732; (2015); 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. 89976-75-0, name is 6-Amino-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., name: 6-Amino-2H-1,4-benzoxazin-3(4H)-one

A solution of 6-amino-4H-benzo[1,4]oxazin-3-one (commercial; 6.49 g, 39.5 mmol) and (2R)-tert-butyl-dimethyl-(2-oxiranyl-ethoxy)-silane (first eluting compound in step 18.i, 8.0 g, 39.5 mmol) in 9-1 EtOH/H2O (240 mL) was heated at 80° C. for 2 days. The mixture was concentrated under reduced pressure. Residual starting aniline could be removed by addition of Et2O/MeOH followed by filtration. The filtrate containing the product was concentrated under reduced pressure and the residue was purified by CC (DCM/MeOH/NH4OH 1000:50:4) to afford the title intermediate as a brown oil (5.82 g, 40percent yield).MS (ESI, m/z): 367.3 [M+H+].

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; ACTELION PHARMACEUTICALS LTD.; US2011/195949; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 147356-78-3, These common heterocyclic compound, 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, 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.

Isopropylmagnesium chloride (2.0 M in THF, 2.4 mL, 4.76 mmol) was added dropwise to a solution of a 2:1 mixture of (5S,7R)-2-bromo-5-(o-tolyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazol-7-ol and (5S,7R)-2-bromo-7-fluoro-5-(o-tolyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazole (0.470 g) and N- methoxy-N-methylcyclopropanecarboxamide (0.634 g, 4.76 mmol) in THF (15.9 mL) at 0C over 15 min. After lh, saturated aqueous ammonium chloride was added. The aqueous layer was extracted with isopropyl acetate (2 x 20 mL). The combined organic layers were dried over sodium sulfate, concentrated and the crude residue was purified by prep HPLC/SFC to afford arbitrarily assigned cyclopropyl((5S,7R)-7-fluoro-5-(o olyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l ,2,4]triazol-2-yl)methanone (137 mg, 0.480 mmol) and cyclopropyl((5S,7R)-7-hydroxy-5-(o-tolyl)-6,7-dihydro-5H-pyrrolo[l,2- b][l,2,4]triazol-2-yl)methanone (33.8 mg, 0.119 mmol). cyclopropyl((5S,7R)-7-fluoro-5-(o-tolyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l ,2,4]triazol-2- yl)methanone: NMR (400 MHz, DMSO-i) delta 7.33 – 7.14 (m, 3H), 6.89 (d, J= 7.5 Hz, 1H), 6.35 (ddd, J = 56.2, 6.8, 1.6 Hz, 1H), 6.19 (td, J = 6.9, 3.2 Hz, 1H), 3.59 – 3.27 (m, 1H), 3.11 – 2.91 (m, 2H), 2.38 (s, 3H), 1.14 – 1.01 (m, 4H). LCMS RT = 4.81 min, m/z = 286.1 [M + H]+. Prep SFC Information: Column: Torus Diol 5 muiotaeta, (150 x 30 mm), Mobile Phase: Carbon Dioxide (A) / 0.1 % Ammonium Hydroxide in Methanol (B), Elution Program Isocratic: 5% B Flow Rate: 150 mL/min, Column Temperature: 25 C, Wavelength: 220 nm cyclopropyl((5S,7R)-7-hydroxy-5-(o-tolyl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazol-2- yl)methanone: NMR (400 MHz, DMSO-d6) delta 7.30 – 7.13 (m, 3H), 7.01 – 6.94 (m, 1H), 6.25 (bs, 1H), 5.75 (dd, J = 8.1, 5.8 Hz, 1H), 5.23 (dd, J = 7.9, 4.6 Hz, 1H), 3.63 – 3.52 (m, 1H), 3.03 – 2.92 (m, 1H), 2.38 (s, 3H), 2.31 – 2.14 (m, 1H), 1.09 – 0.96 (m, 4H). LCMS RT = 4.08 min, m/z = 284.1 [M + H]+. Prep HPLC Information: Column: Gemini-NX CI 8, 5muiotaeta (50 x 30 mm), Mobile Phase: 0.1 % Ammonium Hydroxide in Water (A) / Acetonitrile (B), Elution Program Gradient: 10% to 60%> B Flow Rate: 60 mL/min, Column Temperature: 25 C, Wavelength: 254 nm

The synthetic route of 147356-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
Amide – Wikipedia,
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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. 6228-73-5, name is Cyclopropanecarboxamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H7NO

General procedure: Synthesis of 2-methyl-5-((9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-yl)amino)isoindolin-1-one (4) Procedure A: A mixture of 9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-amine (3, 0.10 g, 0.37 mmol), 5-bromo-2-methylisoindolin-1-one (2, 0.10 g, 0.45 mmol), sodium tert-butoxide (54 mg, 0.56 mmol) and XPhos (5 mg, 0.01 mmol) in toluene (10 mL) was degassed with argon for 30 min. Tris(dibenzylideneacetone)dipalladium(0) (20 mg, 0.022 mmol) was added under argon atmosphere and the reaction mixture was heated at 100 C. for 12 h. After completion of the reaction, the reaction mixture was filtered through celite pad and the filtrate was concentrated. The crude residue was purified by silica gel column chromatography using 0-10% ethyl acetate in hexanes as eluent to afford 2-methyl-5-((9-((2-(trimethylsilyl)ethoxy)methyl)-9H-purin-6-yl)amino)isoindolin-1-one (4). Yield: 0.11 g, 71%; MS (ESI) m/z 411 [M+1]+.

The synthetic route of 6228-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; eFFECTOR Therapeutics, Inc.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; Shaghafi, Mike; Murphy, Douglas; Tran, Chinh; (131 pag.)US10112955; (2018); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics