Month: July 2021

Related Products of 147751-16-4, These common heterocyclic compound, 147751-16-4, name is tert-Butyl methylsulfonylcarbamate, 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 l-L flask was charged with 2-(diethoxyphosphorylmethyl)-4-iodo-l- methoxy -benzene (5.0 g, 13 mmol), /e/V-butyl -methylsulfonylcarbamate (7.1 g, 36 mmol), cuprous iodide (2.5 g, 13 mmol), /VJV-dimethylglycine (1.4 g, 13 mmol) and potassium phosphate tribasic (11.4 g, 52.1 mmol) and the flask was purged with nitrogen. NN- Dimethylacetamide (43 mL) was then added and the flask was purged with nitrogen again, and an empty balloon was placed on top of the reaction vessel to allow room for gas generation. The reaction was stirred at 110 C for 16 hours. The resulting mixture was diluted with 10% glycine in water and acidified to pH 1 with 1N HC1, extracted with dichloromethane (3 x 50 mL), dried with anhydrous MgS04, concentrated under reduced pressure and purified by silica gel column chromatography (0% to 10% methanol in dichloromethane) to give the title compound as a white solid (922 mg, 20% yield). LCMS (ESI+) m/z 352 (M+H)+

The synthetic route of 147751-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Amide – Wikipedia,
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Reference of 445-28-3, 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 445-28-3 as follows.

o-fluorobenzamide (27.88,0.2mol), high purity KOH 1(22.48,0.4 mol), Methanol (12.88,0.4 mol), DMS0 (200 mL) was added to the reactor and the reaction was stirred at 20 C for 16 hours. After completion of the reaction, 800 mL of ethyl acetate was added to the system and diluted 5 times with 200 mL of saturated brine. The organic phase was separated, dried over anhydrous sodium sulfate, filtered, evaporated to dryness, and then it was loaded onto a silica gel column to separate petroleum ether: ethyl acetate = 4: 1 (volume ratio) As eluent until the product is present, the solution containing the product is collected by steaming and evaporated to dryness, followed by drying with a vacuum chestnut to give pure o-methoxybenzamide in 80% yield.

According to the analysis of related databases, 445-28-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ferguson (Wuhan) Biotech Company Limited; Su, ji; Hua, Rui Mao; Ouyang, Kang Le; (6 pag.)CN106565522; (2017); A;,
Amide – Wikipedia,
Amide – 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. 98-18-0, name is 3-Aminobenzenesulfonamide, A new synthetic method of this compound is introduced below., Computed Properties of C6H8N2O2S

A solution of 1-(2-methylsulfonyl-pyrimidin-4-yl)-1H-indazole (100 mg, 0.36 mmol) and p-toluenesulfonic acid (139 mg, 0.73 mmol) in i-PrOH (4 ml) was treated with 3-aminobenzene-sulfonamide (251 mg, 1.46 mmol) in a microwave synthesizer at 150° C. for 20 min. The mixture was partitioned between water and ethyl acetate, the organic layer separated, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was absorbed on silica gel and purified by flash chromatography (EtOAc/hexane, gradient from 30:70 to 50:50) to afford the title compound. This residue was triturated with aqueous NaOH (1 M), the solid collected by filtration, washed with water and dried under vacuum to afford 3-(4-indazol-1-ylpyrimidin-2-ylamino)-benzenesulfonamide (50 mg, 37percent yield). MS=367 [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; Roche Palo Alto LLC; US2008/146565; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 202207-79-2,Some common heterocyclic compound, 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, molecular formula is C8H19ClN2O2, 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.

Step 1: tert-Butyl 2-(1-benzyl-3-(4-chlorophenyl)-N,4-dimethyl-5-(trifluoromethyl)-1H-pyrrole-carboxamido)ethylcarbamate ACI-03 (500 mg, 1.27 mmol) and tert-butyl 2-(methylamino)ethylcarbamate HCl (401 mg, 1.905 mmol) were dissolved in DME (2 mL) and BOP-CI (679 mg, 2.67 mmol) and DIPEA (0.929 mL, 5.33 mmol) were added. The reaction mixture was stirred at 60 C. for 1.5 h and then cooled to room temperature. Saturated aqueous NaHCO3 and EtOAc were added. The aqueous layer was extracted with EtOAc, the organic layers were combined, dried (Na2SO4) and evaporated. The product was purified by flash column chromatography (silica, gradient heptane/EtOAc, 1:0?3:1) to afford 587 mg (84%) of the desired product.

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; US2014/66426; (2014); A1;,
Amide – Wikipedia,
Amide – 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. 71510-95-7, name is Ethyl 3-(methylamino)-3-oxopropanoate, A new synthetic method of this compound is introduced below., Formula: C6H11NO3

In the reaction bottle to the drying of, sequentially metal catalyst calls into Yb (OTf)3(0.02mol), chiral ligand L-PiMe2(0.02mol), P-cinnamoyl -3,5 dimethyl pyrazole (0.2mol), replace the nitrogen 3 times, by adding 300 ml of methylene chloride in 35 C activation under 20 min, sequentially adding a single amide (0.2mol) and Et3N (0.2mol), for 30-50 C reaction under 60-80 hours, the reaction solution is washed with dilute hydrochloric acid, concentrated dry, with petroleum ether/ethyl acetate to obtain crystallization 51g of products of catalysis, the yield is 87%, HPLC purity is 94.65%, ee99 . 12%, product HPLC spectrogram as shown in Figure 2.

The synthetic route of 71510-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Feng, Xiaoming; Zhang, Yu; Liu, Xiaohua; Yao, Gan; Lin, Lili; Zhu, Guoliang; (14 pag.)CN105418502; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, 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 57561-39-4, Formula: C8H17NO3

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-IH-pyrazole (3.964 g, 20.43 mmol), DIAD (4.42 mL,22.47 mmol), triphenylphosphine (5.89 g, 22.47 mmol) and tert-butyl (2-hydroxyethyl)(methyl)carbamate (for a preparation see Intermediate 134, 3.58 g, 20.43 mmol) were dissolved in THF at 0 C under nitrogen for 48 h. The reaction mixture was concentrated and the orange oil triturated with diethyl ether. The precipitated solid was removed by filtration and washedwith more diethyl ether. The filtrate was concentrated to give 12.45 g of crude thick orange oil. This was purified by chromatography on silica (220 g cartridge, eluting with 0-100% ethyl acetate/cyclohexane over 13 CVs, collecting all fractions). Product fractions were combined to give the product (4.29 g, 12.21 mmol, 59.8%) as a yellow oil.LCMS (2 mm Formic): Rt = 1.07 mi [MH] = 352.

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.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 16313-66-9, name is 2-Amino-5-bromobenzamide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H7BrN2O

12468] To a solution of compound 69-2 (22.0 g, crude product) in dry THF (250 mE), compound 69-5 (7.6 g, 35.5 mmol) and 1M NaOH (aq. 85 mE, 85 mmol) were added in turn. At the end of addition, the mixture was stirred at rt for 1 hr. After the reaction was completed, the mixture was extracted with EtOAc (100 mEx3). The combined organic layers were washed with 1M NaOH aqueous solution (15.0 mE) and brine, dried over Na2504 and concentrated in vacuo to give the title compound 6 9-6. The compound was characterized by the following spectroscopic data:12469] MS (ESI, pos.ion) mlz: 446.5 [M+H]12470] ?H NMR (400 MHz, CDC13) oe (ppm): 9.06 (br, 1H),7.75 (d, 1H), 7.35, 7.33 (d, d, 1H), 7.28-7.22 (m, 5H), 6.69,6.67 (d, d, 1H), 5.68 (brs, 2H), 5.14-5.13 (m, 2H), 4.29-4.25 (m, 1H), 3.66-3.60 (m, 1H), 3.45-3.37 (m, 1H), 2.39-2.32 (m, 1H), 2.09-2.00 (m, 1H), 1.96-1.77 (m, 2H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16313-66-9.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD; Zhang, Yingjun; Zhang, Jaincun; Xie, Hongming; Ren, Qingyun; Tan, Yumei; Luo, Huichao; US2015/79028; (2015); A1;,
Amide – Wikipedia,
Amide – 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. 1195768-19-4, name is Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate, A new synthetic method of this compound is introduced below., Formula: C14H10F3NO4S

To a dry three-necked flask, 3- (2,6-difluorophenyl) -2- fluorobenzoate (2.05 g, 5.94 mmol), N, O- dimethylhydroxylamine hydrochloride ( under 743 mg, 7.62 mmol), nitrogen was added distilled tetrahydrofuran (15 mL), and the system was cooled to -15C , slowly dropping 3 M methyl magnesium bromide (9.9 mL), and then the addition was complete 0C transferred to conditions, for 5 hours, quenched with saturated aqueous ammonium chloride added, tetrahydrofuran was removed by rotary evaporation after extraction with ethyl acetate, the solvent was removed by rotary evaporation, the residue was purified by silica gel column chromatography (PE: EA = 10: 1 -1: 2) was isolated as a product (600mg, 31% yield).

The synthetic route of 1195768-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tonghua Jida Pharmaceutical Co., Ltd.; Wu, yongqian; (22 pag.)CN103936728; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 37045-73-1, name is 3-(Methylsulfonamido)aniline, molecular formula is C7H10N2O2S, 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. Application In Synthesis of 3-(Methylsulfonamido)aniline

Take a 25 mL Schlenk reaction tube, add 74 mg of 3-methanesulfonylaminoaniline, 9 mg of palladium acetate and 80 mg of molecular sieve.93 mg of ethyl 2-oxopropionate, 96 mg of acetic acid and 2 mL of dimethyl sulfoxide were injected, followed by a 200 mL oxygen balloon, and stirred at 70 C for 18 hours.After the reaction was completed, 15 mL of ethyl acetate was added to dilute the reaction mixture, and the filtrate was washed twice with 10 mL of brine, and the organic phase was separated. The aqueous phase was extracted with ethyl acetate. The organic phase was combined and purified by column chromatographyof Ethyl 6-Methanesulfonylamino-1H-indole-2-carboxylate pure product 78mg, yield 69%; ethyl 4-methanesulfonylamino-1H-indole-2-carboxylate pure product 1mg, yield 1 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 37045-73-1, its application will become more common.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xiao Zhiyan; Ren Long; Tang Yanbo; Yang Ying; (27 pag.)CN109748840; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 75175-77-8, name is 3-(4-Fluorophenyl)-N,N-dimethylacrylamide, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-(4-Fluorophenyl)-N,N-dimethylacrylamide

General procedure: A typical procedure: Amixture of beta-dimethylaminovynil ketone 1a-h (1.0 mmol, 0.175 g), ChCl:TsOH (1:2) (0.519 g), and 3-amino-5-methylthio-1H-1,2,4-triazole 2 (1.2 mmol, 0.156 g) was heated to120 C for 5 min.Water (10 mL) was added, and the resulting product(3) was extracted with chloroform (3 × 10 mL). The organic phaseswere dried over anhydrous Na2SO4 and the solvent was evaporateduntil totally dry in order to obtain the desired triazolopyrimidines(3a-h) in a pure form. The structure of compounds 3a-h was confirmedby 1H, 13C NMR spectroscopy, determination of their melting points, gaschromatography mass spectrometry (GC-MS), high-resolution massspectra (HRMS), and, FT-IR spectra. These data are available in theSupporting Information.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 75175-77-8.

Reference:
Article; Martins, Marcos A.P.; Paveglio, Guilherme C.; Munchen, Taiana S.; Meyer, Alexandre R.; Moreira, Dayse N.; Rodrigues, Leticia V.; Frizzo, Clarissa P.; Zanatta, Nilo; Bonacorso, Helio G.; Melo, Paola A.; Krzyzaniak, Sindy R.; Journal of Molecular Liquids; vol. 223; (2016); p. 934 – 938;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics