Month: September 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. 1195768-19-4, name is Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate

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

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 631-58-3 as follows. Product Details of 631-58-3

0.40 g (1 .47 mmol) 5-bromo-azepan-4-one hydrobromide, 0.13 g (1 .47 mmol) thiopropionamide and 3 mL ethanol. were stired under reflux for 3 hours. The reaction was allowed to cool to RT and was filtered. The filtrate was concentrated to dryness and dried. Yield: 0.39 g (quantitativ) ESI-MS: m/z = 183 (M+H)+ Rt(HPLC): 0.39 min (Method J)

According to the analysis of related databases, 631-58-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GOTTSCHLING, Dirk; EBEL, Heiner; RIETHER, Doris; WELLENZOHN, Bernd; WO2013/144172; (2013); 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. 98-18-0, name is 3-Aminobenzenesulfonamide, A new synthetic method of this compound is introduced below., name: 3-Aminobenzenesulfonamide

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

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., category: amides-buliding-blocks

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

Electric Literature 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

Synthetic Route of 1520-70-3,Some common heterocyclic compound, 1520-70-3, name is Ethanesulfonamide, molecular formula is C2H7NO2S, 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 stirred solution of free acid (50 mg, 0.11 mmol) from Example 226 in 1 ML of methylene chloride was added ethyl sulfonamide (18 mg, 0.17 mmol), EDAC (25 mg, 0.13 mmol), and DAMP (2.7 mg, 0.022 mmol) sequentially.The mixture was stirred at ambient temperature for 16 h.The solvent was then removed on a rotavap under reduced pressure and the residue was purified on an Alltech sep-pak, eluding with 1percent MeOH in EtOAc to give 30 mg (50percent yield) of the title compound as a light yellow solid. 1H NMR (CDCl3, 300 MHz) delta 1.18 (d, J=6.3 Hz, 6H), 1.34 (t, J=7.5 Hz, 3H), 1.61-1.74 (m, 2H), 1.84-2.04 (m, 1H), 2.13-2.35 (m, 1H), 2.60-2.75 (m, 2H), 3.44 (p, J=7.5 Hz, 2H), 3.53-3.66 (m, 1H), 3.66-3.85 (m, 2H), 4.00-4.18 (m, 1H), 6.71 (d, J=8.7 Hz, 1H), 6.88 (d, J=15.6 Hz, 1H), 7.31 (dd, J=2.4, 8.4 Hz, 1H), 7.41 (d, J=1.8, 8.4 Hz, 1H), 7.51 (d, J=1.8 Hz, 1H), 7.54 (d, J=8.4 Hz, 1H), 7.67 (d, J=15.6 Hz, 1H), 8.43 (s, 1H). MS (ESI+) (M+H)+ at m/z 546.

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

Reference:
Patent; Abbott Laboratories; US2004/116518; (2004); 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

Reference of 25900-61-2, 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. 25900-61-2 name is 3-Amino-N-methylbenzamide, 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.

Step 1To 4,6-dichloropyrimidine (500.0 mg, 3.36 mmol) and 3-amino-N-methylbenzamide (504 mg, 3.36 mmol) in 2-propanol (5.00 mL) at RT was added N,N-diisopropylethylamine (0.877 mL, 5.03 mmol). The resulting reaction mixture was heated at 80 C for 3 days, cooled to RT, concentrated, purified using MPLC (25 g cartridge, 40 g column, 0 to 100% EtOAc- hexanes then 30-100% 90: 10 CH2Cl2-MeOH in CH2C12). Fractions with product were combined and concentrated giving 3-(6-chloropyrimidin-4-ylamino)-N-methylbenzamide (815.2 mg).

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

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin, F.; DU, Bingfan; NGUYEN, Hanh, Nho; ZHENG, Xiao, Mei; WO2011/103196; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1103234-56-5, The chemical industry reduces the impact on the environment during synthesis 1103234-56-5, name is 2,6-Difluoro-3-(propylsulfonamido)benzoic acid, I believe this compound will play a more active role in future production and life.

2,6-Difluoro-3-(propylsulfonamido)benzoic acid (20.O g, 71.6 mmol) was dissolved in acetone (400 mL), and potassium carbonate (29.7 g, 215 mmol) was added. After stirring for 5 minutes, methyl iodide (13.4 mL, 215 mmol) was added. The reaction mixture was stirred overnight. The reaction mixture was filtered and the filtrate concentrated. The crude product was partitioned between ethyl acetate and water and the organic layer washed by brine, dried over MgSO4 and concentrated to dryness. Further removal of solvent under high vacuum afforded methyl 2,6-difluoro-3-(N-methylpropylsulfonamido)benzoate as light yellow solid (17.0 g, 77% yield). 1H NMR (500 MHz, CDCl3) delta 7.57 (td, IH), 7.10 – 6.89 (m, IH), 3.96 (s, 3H), 3.31 (s, 3H), 3.13 – 2.96 (m, 2H), 2.01 – 1.81 (m, 2H), 1.07 (t, 3H).

The chemical industry reduces the impact on the environment during synthesis 2,6-Difluoro-3-(propylsulfonamido)benzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; WENGLOWSKY, Steven Mark; WO2011/25947; (2011); A1;,
Amide – Wikipedia,
Amide – 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 16091-26-2 as follows. Product Details of 16091-26-2

(c) N-(3-((7-Chloro-5-hydroxy-1 ,1 -dioxido-2H-benzo[e][1 ,2,4]thiadiazin-3- yl)amino)phenyl)benzamide To a solution of 3-bromo-7-chloro-5-hydroxy-4H-benzo[e][1 ,2,4]thiadiazine 1 ,1 -dioxide (lnt-3, 200 mg) in t-BuOH (10 mL) was added KH2P04 (105 mg) at RT followed by N-(3- aminophenyl)benzamide (164 mg). The reaction mixture was stirred at 1 10 C for 16 hr. The reaction mixture was allowed to cool to RT and then quenched with water. The resulting precipitate was collected by filtration, washed with water, and dried under vacuum to afford the titled compound (158 mg). LCMS m/z 443.02 (M+H). 1H NMR after D20 exchange (400 MHz, DMSO-c/e) delta ppm 7.10 (d, J=2.19 Hz, 1 H) 7.20 (d, J=2.19 Hz, 1 H) 7.34 – 7.46 (m, 2 H) 7.48 – 7.64 (m, 4 H) 7.85 – 8.10 (m, 3 H).

According to the analysis of related databases, 16091-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; ATOR, Laura E.; DUFFY, Kevin J.; GRAYBILL, Todd L.; KIESOW, Terence John; LIAN, Yiqian; MOORE, Michael Lee; RALPH, Jeffrey M.; RIDGERS, Lance Howard; (370 pag.)WO2017/98421; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics