Amides-buliding-blocks

55512-05-5, name is 3-(Methylsulfonamido)benzaldehyde, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 55512-05-5

N-(3-formylphenyl)methanesulfonamide (465 mg, 2.33 mmol) was dissolved in acetone (10 mL) at room temperature. Powdered K2C03 (968 mg, 7.00 mmol) and iodomethane (0.29 mL, 4.67 mmol) were then added and the reaction mixture allowed to stir overnight. The reaction mixture was poured into water (5 mL) and extracted with EtOAc (3 x 15 mL). The combined organic phases were washed with brine (5 mL),dried over MgSO4 and concentrated to give crude product which was carried on without further purification.

The synthetic route of 55512-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth, M.; BALAN, Gayatri; CHOU, Chien-hung; CLARK, Christopher, T.; COTTELL, Jeromy, J.; KIM, Musong; KIRSCHBERG, Thorsten, A.; LINK, John, O.; PHILLIPS, Gary; SCHROEDER, Scott, D.; SQUIRES, Neil, H.; STEVENS, Kirk, L.; TAYLOR, James, G.; WATKINS, William, J.; WRIGHT, Nathan, E.; ZIPFEL, Sheila, M.; (640 pag.)WO2017/7694; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate, belongs to amides-buliding-blocks compound, 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 147291-66-5, name: tert-Butyl 3-aminobenzylcarbamate

2-chloro-ethyl[3-(tert-butoxycarbonylamino-methyl)-phenyl]-carbamate 900 mg g (3.48 mmol) tert-butyl 3-amino-benzyl)-carbamate are liberated as the base, then placed in 40 ml of tetrahydrofuran, and 1.11 ml (8 mmol) triethylamine and 0.75 ml (6.82 mmol) 2-chloroethylchloroformate are added. The reaction mixture is stirred for 16 hours at ambient temperature, then extracted with dichloromethane and water. The organic phase is separated off using a phase separation cartridge and evaporated to dryness. Yield: 1.20 g (100% of theoretical)

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, tert-Butyl 3-aminobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Brandl, Trixi; Maier, Udo; Hoenke, Christoph; Joergensen, Anne T.; Pautsch, Alexander; Breitfelder, Steffen; Grauert, Matthias; Hoffmann, Matthias; Scheuerer, Stefan; Erb, Klaus; Pieper, Michael; Pragst, Ingo; US2007/238746; (2007); A1;,
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Related Products of 239074-29-4,Some common heterocyclic compound, 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, molecular formula is C12H23NO3, 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.

Alcohol (79.5 g, 347 mmol) was dissolved in tetrahydrofuran (800 ml). Triethylamine (72.5 ml, 520 mmol) and methanesulfonyl chloride (32.2 ml, 416 mmol) were sequentially added thereto under ice-cooling with stirring and the mixture was reacted for 1.5 hour. The reactant was poured into aqueous citric acid (citric acid monohydrate 30 g in water 500 ml) to become pH 4 and extracted with ethyl acetate. The organic layer was washed with water and dried over magnesium sulfate anhydrous. The solvent was removed under reduced pressure. The crystal deposited in the removal process was collected by filtration and washed with hexane to give mesylate (100 g). The obtained mesylate was dissolved in dimethylformamide (100 ml) and sodium azide (63.7 g, 980 mmol) was added thereto and reacted at 80 C. for 2 hours. The reactant was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried over magnesium sulfate anhydrous. The solvent was removed under reduced pressure to quantitatively give the desired Azide (the crude weight is 85.4 g).1H-NMR (DMSO-d6) delta ppm: 0.90-1.21 (m, 4H), 1.32-1.50 (m, 1H), 1.37 (s, 9H), 1.65-1.84 (m, 4H), 3.06-3.24 (m, 3H), 6.71 (d, 1H, J=8.1 Hz).

The synthetic route of 239074-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; US2010/273841; (2010); A1;,
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Electric Literature of 226260-01-1, 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. 226260-01-1, name is 3-Fluoro-N-methoxy-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

Example 5 1-(3-FLUOROPHENYL) BUTAN-1-ONE To a solution of 3-fluoro-N-methoxy-N-methylbenzamide (130 mg, 0.71 mmol) in dry THF (2 mL) cooled to-10 C was added propyl magnesium chloride (532 ul, 2M solution in ether, 1.1 mmol) under nitrogen. The solution was stirred at-10 C for Ih and at room temperature for 75 min. The solution was the poured into saturated aqueous ammonium chloride and the product extracted into ethyl acetate (3 x 25 mL). The organic layers were combined, washed with brine, dried (MGSO4) and concentrated to give a pale yellow oil, which was purified by chromatography using ethyl acetate-hexane (1: 9) to separate the pure product (78 mg, 66%). ‘H-N. m. r. (CDCl3) No. 1.01 (t, =7. 4Hz, 3H, Me), 1.77 (sep, 2H, CH2CH3), 2.93 (T, J=7. 2Hz, 2H, COCH2), 7.15-7. 30 (m, 1H, Ar), 7.35-7. 50 (m, 1H, Ar), 7.60-7. 70 (m, 1H, Ar), 7.70-7. 80 (m, 1H, Ar.

The chemical industry reduces the impact on the environment during synthesis 3-Fluoro-N-methoxy-N-methylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CYTOPIA PTY LTD; WO2004/52868; (2004); A1;,
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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 6228-73-5 as follows. Quality Control of Cyclopropanecarboxamide

Cyclopropanecarboxamide (22.5 mg, 0.26 mmol) was combined with Int3 (30 mg, 0.088 mmol). Dimethylacetamide (DMA, 0.6 mL) was added to the vessel, followed by the addition of tris (diphenylmethyleneacetone) dicum (0) (Pd2dba3, 8.1 mg, 0.0088 mmol)4,5-bis (diphenylphosphino) -9,9-dimethyl(Xantphos, 10 mg, 0.018 mmol) and cesium carbonate (115 mg, 0.35 mmol). The vessel was then evacuated and backfilled three times with nitrogen and heated to 145 & lt; 0 & gt; C for 1 hour.The reaction was cooled to room temperature and then diluted with ethyl acetate (EtOAc, ca. 250 mL). The solution was washed twice with water, dried over sodium sulfate (Na2SO4), filtered, concentrated and purified using preparative HPLC. The product in the form of TFA salt was collected and then dissolved in about 15 mL of water, to which about 100 mL of saturated sodium bicarbonate (NaHCO3, an aqueous solution) was added and stirred for 10 minutes. The product of (x3) was extracted from the slurry using dichloromethane (DCM), dried over sodium sulfate, filtered, concentrated and collected to give 16.3 mg of 1 (48% yield).

According to the analysis of related databases, 6228-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MOSLIN,, RYAN M.; WEINSTEIN,, DAVID S.; WROBLESKI,, STEPHEN T.; ZHANG,, YANLEI; TOKARSKI,, JOHN S.; MERTZMAN,, MICHAEL E.; LIU,, CHUNJIAN; (124 pag.)TWI582077; (2017); B;,
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Synthetic Route of 83948-53-2, A common heterocyclic compound, 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, molecular formula is C8H16BrNO2, 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.

Sodium carbonate (5.65 g, 40.9 mmol) was added to a solution of 4-iodophenol 5 (3.00 g, 13.6 mmol) in anhydrous acetonitrile (100 mL). The reaction was refluxed for 1 hour and the bromo derivative 4 (2.60 g, 10.9 mmol) was then added to this suspension. The reaction mixture was refluxed for 12 hours. The reaction progress was monitored by TLC. After this period, the reaction was complete. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. Water (100 mL) was added to this residue, and the mixture was extracted with dichloromethane (2¡Á50 mL). The organic phases were combined, dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by chromatography on a column of silica (dichloromethane) to give compound 6b in the form of a white solid (3.10 g, 75%). m.p.: 79-80 C. 1H NMR (500 MHz, CDCl3) delta: 7.52 (d, J=8.9 Hz, 2H), 6.64 (d, J=8.9 Hz, 2H), 4.69 (s, 1H), 3.95 (t, J=6.2 Hz, 2H), 3.29 (td, J=6.2; 6.2 Hz, 2H), 1.94 (m, J=6.2 Hz, 2H), 1.41 (s, 9H), 13C NMR (125 MHz, CDCl3) delta: 158.7; 155.9; 138.2; 116.9; 82.9; 65.9; 37.9. HMRS (ESI) calculated for C14H20NO31 [M+H+], m/z 378.0561. found: 378.0559.

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
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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. 88612-71-9, name is Ethyl 4-oxo-4H-quinolizine-3-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Ethyl 4-oxo-4H-quinolizine-3-carboxylate

EXAMPLE 1 To a solution of 3-ethoxycarbonyl-4H-quinolizin-4-one (2.17 g) in methanol (65.2 ml) was added dropwise 6 N aqueous sodium hydroxide (6.5 ml) at room temperature. After stirring for 20 minutes, water (10 ml) was added. After stirring for 20 minutes, water (30 ml) was also added. After stirring for an hour, the reaction mixture was acidified to pH 3 with 4N aqueous hydrochloric acid. The precipitate was filtered and washed with water to give 4H-quinolizin-4-one-3-carboxylic acid (1.75 g) as pale yellow crystal. mp 233 C. IR (Nujol): 1730, 1610, 1585, 1320 cm-1 NMR (DMSO-d6) delta: 7.26 (d, 1H, J=9 Hz), 7.50-7.95 (m, 1H), 8.00-8.20 (m, 2H), 8.41 (d, 1H, J=9 Hz), 9.20-9.40 (m, 1H)

The synthetic route of 88612-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4698349; (1987); A;,
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These common heterocyclic compound, 4093-29-2, name is Methyl 4-acetamido-2-methoxybenzoate, 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. Safety of Methyl 4-acetamido-2-methoxybenzoate

At room temperature,Compound 64A (2.2 g, 10.0 mmol)Suspended in three volts of acetic anhydride, stirred until fully cooled to -10 C,Concentrated nitric acid (4 mL, 50 mmol) was slowly added dropwise at this temperature.After the dropwise addition, the temperature was raised to room temperature, and stirring was continued for 3 hours, and then the reaction liquid was poured into ice water.Extract with ethyl acetate (100 mL ¡Á 3), combine the organic phases, and dry.Concentration under reduced pressure gave compound 64B (2.8 g, 67%).

The synthetic route of Methyl 4-acetamido-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
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Reference of 72505-21-6,Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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.

5.0 g of Methyl 3-oxoheptanoate were dissolved in 80 ml dry dichloromethane. 2.82 ml Sulfurylchloride was added and the reaction mixture was stirred at room temperature for thirty minutes. Water was added and the mixture was extracted five times with dichloromethane (30 ml). The combined organic extracts were washed with water and brine and dried over MgSO4. The solvent was evaporated in vacuo to obtain 6.0 g 2-Chloro-3-oxo-heptanoic acid methyl ester as crude material. 6.0g 2-Chloro-3-oxo-heptanoic acid methyl ester was dissolved in 50 ml ethanol and 6.4 g 4-(Trifluoromethyl)thiobenzamide was added. The mixture was heated under reflux overnight. The cooled reaction mixture was evaporated in vacuo and column chromatography (n-heptane:ethyl acetate = 100:1 => 60:1) of the residue gave 7.4 g 4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid methyl ester as yellow oil. C16H16F3NO2S (343.37), MS(ESI): 344.1 (M+H+), Rf(n-heptane:ethyl acetate = 4:1) = 0.62.

The synthetic route of 72505-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis Pharma Deutschland GmbH; EP1586573; (2005); A1;,
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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 39549-79-6 as follows. Recommanded Product: 2-Amino-4-methylbenzamide

General procedure: A 12mL vial was charged with MCM-41-2P-Pd(OAc)2 (2molpercent), 2-aminobenzamide (1mmol), aryl iodide (1mmol) (if solid) and a stirring bar. Then, DMF (2mL), aryl iodide (1mmol) (if liquid) and DBU (2mmol) were injected by syringe under an argon atmosphere. The vial was placed in an alloy plate, which was transferred into a 300mL Parr Instruments 4560 series autoclave under an argon atmosphere. After flushing the autoclave three times with CO, a pressure of 10bar CO was fixed at ambient temperature. The autoclave was heated for 20hat 120¡ãC. After completion of the reaction, the autoclave was cooled to room temperature and the pressure was released carefully. The reaction mixture was diluted with ethyl acetate (10mL) and filtered. The palladium catalyst was washed with distilled water (2¡Á5mL) and acetone (2¡Á5mL), and reused in the next run. The filtrate was concentrated in vacuo and the pure product was isolated by either washed with water, ethyl acetate and finally hexane or recrystallization from MeOH.

According to the analysis of related databases, 39549-79-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; You, Shengyong; Huang, Bin; Yan, Tao; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 875; (2018); p. 35 – 45;,
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