Month: March 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. 214973-83-8, name is tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate, A new synthetic method of this compound is introduced below., COA of Formula: C14H20BrNO2

Step 2: tert-butyl (2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)propan-2- yl)carbamate: The product from Step 1 above (6 g, 18.52 mmol, 97% purity), bis- (pinacolato)diboron (5.82 g, 22.91 mmol), palladium(II) acetate (0.107 g, 0.477 mmol), potassium acetate (5.62 g, 57.3 mmol) and XPhos (0.457 g, 0.955 mmol) were combined in MeCN (50 ml). The vessel was purged with N2 then heated at 75 C for 18 h. The reaction mixture was cooled, filtered through Celite, washing with MeCN (2 x 50 ml), and concentrated in vacuo to afford a brown oil. The residue was partitioned between DCM (50 ml) and water (50 ml). The phases were separated and the organic phase was concentrated in vacuo to afford a brown soild. The crude product was purified by columnchromatography (220 g cartridge, 0-20% EtOAc/isohexane) to afford the title compound (5.67 g, 15.1 mmol, 96% purity) as an off-white solid. LCMS (Method 1): m/z 306 (M+H- C4H8)+ at 2.83 min.

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; BERGENBIO AS; SHIERS, Jason John; WATTS, John Paul; ONIONS, Stuart Thomas; QUDDUS, Mohammed Abdul; WRIGGLESWORTH, Joseph William; SAMBROOK-SMITH, Colin Peter; NAYLOR, Alan; LONDESBROUGH, Derek; (444 pag.)WO2016/102672; (2016); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 6228-73-5, 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. 6228-73-5, name is Cyclopropanecarboxamide, This compound has unique chemical properties. The synthetic route is as follows.

Example A7 A suspension of Example A1 (2.00 g, 7.95 mmol), Cs2CO3 (5.00 g, 15.35 mmol), XPhos (0.200 g, 0.420 mmol), Pd2(dba)3 (0.200 g, 0.218 mmol) and cyclopropylcarboxamide (1.00 g, 11.75 mmol) in dioxane (20 mL) was heated at 90 C. under argon overnight. The mixture was cooled to RT and the solids removed via filtration and washed with DCM and THF. The filtrate was concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford N-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)cyclopropanecarboxamide (1.52 g, 64%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.01 (s, 1H), 8.57 (dd, J=2.8, 0.5 Hz, 1H), 8.40 (m, 1H), 8.31 (d, J=5.7 Hz, 1H), 7.98 (dd, J=8.9, 2.8 Hz, 1H), 7.85 (d, J=2.4 Hz, 1H), 6.89 (dd, J=5.7, 2.4 Hz, 1H), 1.97 (m, 1H), 0.77 (m, 4H); MS (ESI) m/z: 301.1 (M+H+).

The chemical industry reduces the impact on the environment during synthesis Cyclopropanecarboxamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
Amide – Wikipedia,
Amide – 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. 535170-20-8, name is tert-Butyl (3-amino-2,6-difluorophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl (3-amino-2,6-difluorophenyl)carbamate

The tert-butyl-3-amino-2,6-difluorophenylcarbamate (50 mg, 0.20 mmol) prepared at Step 3 was added and dissolved into dichloromethane solvent. 1-methyl-1H-imidazole-4-sulfonyl chloride (44 uL, 0.25 mmol) and pyridine (50 uL, 0.61 mmol) were added into the reaction solution and stirred at 50C for 2 hours. After the reaction, the reactant was washed with 1N aqueous hydrochloric acid solution and salt water. After extraction with dichloromethane, the organic layer was dried with sulfuric anhydride magnesium and vacuum concentrated, and then refined by means of column chromatography, so that 74 mg of the target compound, tert-butyl-2,6-difluoro-3-(1-methyl-1H-imidazole-4-sulfonamido)phenylcarbamate (percentage yield: 95%), was obtained.1H NMR(400MHz, DMSO-d6) : delta 9.96(bs, 1H), 8.82(s, 1H), 7.78(s, 1H), 7.68(s, 1H), 7.17(m, 1H), 7.03(m, 1H), 3.25(s, 3H), 1.40(s, 9H).

The synthetic route of 535170-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Youai Co., Ltd.; SHIM, Eun Kyong; KIM, Nam Doo; SHIM, Tae Bo; KIM, Seung Yong; EP2647637; (2013); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 112257-19-9, 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. 112257-19-9, name is tert-Butyl methyl(2-(methylamino)ethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of the acid (1 eq), TBTU (2 eq), and cat. DMAP in dry DCM (25 mL/mmol) was added DIPEA (3 eq). The resulting mixture was stirred at rt for 15 min and then methyl-(2-methylamino-ethyl)-carbamic acid tert-butyl ester (1 eq) was added. The reaction mixture was stirred at rt overnight under nitrogen atmosphere, then concentrated in vacuo. The resulting residue was taken up in a mixture of EA and a sat. NH4Cl solution. The organic layer was separated and washed 4 times with sat. NH4Cl. The combined aq. phases were extracted twice with EA. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. FC (n-heptane/EA or EA/MeOH system) afforded the pure amide.

The synthetic route of tert-Butyl methyl(2-(methylamino)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aissaoui, Hamed; Boss, Christoph; Corminboeuf, Olivier; Frantz, Marie-Celine; Grisostomi, Corinna; US2011/224210; (2011); 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. 49834-22-2, name is 3-Bromo-N-methylbenzamide, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-N-methylbenzamide

200 mg of tetrakistriphenylphosphine palladium was added under cooling with ice to a solution of 0.86 g of N-methyl-3-bromobenzamide in a mixed solvent of 10 ml of toluene and 3 ml of ethanol, followed by stirring for 20 minutes. 0.93 g of 4-chloro-2,6-dimethylbenzene boronic acid and 4.5 ml of a 2M sodium carbonate aqueous solution were added thereto, and the reaction system was flushed with nitrogen, followed by reflux under heating for 9 hours. After cooling, 50 ml of cold water was added, and then, 50 ml of ethyl acetate was added. The precipitate was filtered off. Then, the organic layer was separated from the filtrate. The water layer was extracted again with 50 ml of ethyl acetate. The organic layers were put together and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel (Silica gel 60N; spherical and neutral, manufactured by Kanto Kagaku) column chromatography (developing solvent of n- hexane: ethyl acetate=1 : 1) to obtain 0.40 g of the objective compound having a melting point of 137. 1C. Further, NMR of this compound was as follows. 1H-NMR 5 (ppm) 1.98 (s, 6H), 3.02 (d, 3H; J =5. 1 Hz), 6.18 (bs, lH), 7.10 (s, 2H), 7.24 (d, lH ; J =7. 5 Hz), 7.49 (t, lH; J =7. 5 Hz), 7.51 (s, lH), 7.75 (d, lH; J =7. 5 Hz)

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; ISHIHARA SANGYO KAISHA, LTD.?; WO2005/44007; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 51-06-9, name is 4-Amino-N-(2-diethylaminoethyl)benzamide, 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 51-06-9, Computed Properties of C13H21N3O

Example V 4-[(Butylsulfonyl)amino]-N-[2-(diethylamino)ethyl]benzamide hydrobromide To 100 ml of methylene chloride add 6.52 g (36.2 mmole) of 4-amino-N-[2-(diethylamino)ethyl]benzamide and cool to -78 C. under nitrogen atmosphere. To this solution slowly add 5.61 g (36.2 mmole) of n-butanesulfonyl chloride. When the addition is complete, allow the reaction mixture to warm to room temperature and monitor by thin layer chromatography on silica gel (acetonitrile:ammonium hydroxide, 9:1). Upon completion of the reaction remove the solvent in vacuo. To the resulting oil add 50 ml H2 O followed by 50% sodium hydroxide until pH=14. Extract the aqueous layer with 3*50 ml diethyl ether and 2*25 ml of methylene chloride. To the aqueous layer add concentrated HCl to bring the pH to 8.5. Extract the aqueous solution with 3*75 ml of methylene chloride. Combine the extracts and dry over sodium sulfate. Filter the drying agent and remove the solvent in vacuo. Dissolve the resulting oil in acetonitrile. Bubble HBr gas through the solution until pH=1. Remove the solvent in vacuo. Triterate the resulting oil in diethyl ether and ethyl acetate to yield a precipitate. Isolate by filtration and recrystallize from MeOH/ethyl acetate to afford the title compound. NMR (DMSO-d6): delta=0.82(t,3), 1.22(t,6), 1.34(m,2), 1.63 (m,2), 3.23(m,8), 3.57(m,2), 7.26 (d,2), 8.67(t,1), 9.22(br s,1) and 10.19(s,1)ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-N-(2-diethylaminoethyl)benzamide, and friends who are interested can also refer to it.

Reference:
Patent; Schering A.G.; US4544654; (1985); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 5004-88-6, 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. 5004-88-6, name is 2-Amino-4,5-dimethoxybenzamide, This compound has unique chemical properties. The synthetic route is as follows.

Step a 2-((4-Chlorophenyl)carbonylamino)-4,5-dimethoxybenzamide To a solution of 2-amino-4,5-dimethoxybenzamide (2.0 g, 10.47 mmol) in THF (15 mL) and triethyl amine (3 mL, 20.91 mol) was added solution of 4-chlorobenzoyl chloride (2.2 g, 12.57 mol) in THF (5.0 mL) at rt for 10 min. The reaction mixture was stirred at rt 16 h. The solution was poured into ice cold water and stirred for 10 min. The separated solid was filtered, washed with ice cold water and dried to the product as a pale yellow color solid (2.9 g, 85%), mp 120-122 C. 1H NMR (400 MHz, DMSO-d6): delta 13.38 (1H, s), 8.48 (1H, br s), 8.33 (1H, br s), 7.94 (2H, d, J=8.0 Hz), 7.66 (1H, s), 7.65 (2H, d, J=8.0 Hz), 7.46 (1H, s), 3.84 (3H, s), 3.81 (3H, s); LC-MS (negative ion mode): m/z 333, 335 (M-H)-.

The chemical industry reduces the impact on the environment during synthesis 2-Amino-4,5-dimethoxybenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gokaraju, Ganga Raju; Kasina, Sudhakar; Somepalli, Venkateswarlu; Gokaraju, Rama Raju; Gokaraju, Venkata Kanaka Ranga Raju; Bhupathiraju, Kiran; Golakoti, Trimurtulu; Sengupta, Krishanu; Alluri, Venkata Krishna Raju; US2013/266563; (2013); 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. 630-22-8, name is 2,2-Dimethylpropanethioamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H11NS

To a solution of 2-propen-1 -yl {2-chloro-3-[(2-chloro-4- pyrimidinyl)acetyl]phenyl}carbamate (1 .4 g, 3.82 mmol) in N,N- dimethylacetamide (DMA) (10 ml) was added NBS (0.714 g, 4.01 mmol). After 30min at room temperture; the reaction mixture was charged with 2,2- dimethylpropanethioamide (0.672 g, 5.73 mmol) and stiired at roomtemperature overnight. The reaction was then heated to 60 C for 2 h. The reaction mixture was charged with EtOAc and H2O. The EtOAc layer was washed with water, brine, and concentrated. The residue waschromatographed on a silica gel column and eluted with EtOAc/hexanes to obtain 2-propen-1 -yl {2-chloro-3-[5-(2-chloro-4-pyrimidinyl)-2-(1 ,1 – dimethylethyl)-1 ,3-thiazol-4-yl]phenyl}carbamate (1 .17 g, 59.4 % yield).

According to the analysis of related databases, 630-22-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); 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. 640-61-9, name is N,4-Dimethylbenzenesulfonamide, A new synthetic method of this compound is introduced below., SDS of cas: 640-61-9

General procedure: To a mixture of the corresponding sulfonamide (5 mmol), DMAP (0.5 mmol%)and Et3N (1.5 mL, 10 mmol) in CH2Cl2 (10 mL) was added slowly the acyl chloride made above in CH2Cl2 (10 mL) at 0C. The reaction mixture was stirred at room temperature for 2 h. Then the reaction mixture was washed with 5% HCl, brine and H2O. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure to give crude product, which was purified by column chromatography on silica gel to afford N-tosylcarboxylic amide.

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; Wang, Chen; Huang, Lingyun; Wang, Fengze; Zou, Gang; Tetrahedron Letters; vol. 59; 23; (2018); p. 2299 – 2301;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 75175-77-8, The chemical industry reduces the impact on the environment during synthesis 75175-77-8, name is 3-(4-Fluorophenyl)-N,N-dimethylacrylamide, I believe this compound will play a more active role in future production and life.

General procedure: Enaminones 1 (1.0 mmol), amines 2 (1.0 mmol), isatin 3 (1.0 mmol), p-xylene (10 ml), and trifluoroacetic acid (TFA) (0.2 ml) were charged into a 25 ml round-bottom flask, and the mixture was stirred at 130C for 20 min until the enaminones 1 were completely consumed. The mixture was cooled to room temperature, neutralized with a saturated solution of Na2CO3 to pH 8-9, and then EtOAc (30 ml¡Á2) was added. The organic phase was washed with water (20 ml), dried over Na2SO4, concentrated, and purified by flash column chromatography to afford pyrrolo[3,4-c]quinoline-1-one derivatives 4 in a 60-82% yield. The products were further identified by FTIR, NMR, and HRMS, and were found to be in good agreement with the assigned structures (see Supplementary data).

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, 3-(4-Fluorophenyl)-N,N-dimethylacrylamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yu, Fu-Chao; Zhou, Bei; Xu, Hui; Li, Ya-Min; Lin, Jun; Yan, Sheng-Jiao; Shen, Yuehai; Tetrahedron; vol. 71; 7; (2015); p. 1036 – 1044;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics