Month: August 2021

Reference of 366-49-4, 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. 366-49-4, name is 2-Acetamido-4-fluorotoluene belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

j0622] To a stirred solution of N-(S-fluoro-2-methylphe- nyl)acetamide (28 g, i67 mmol) in acetic acid (150 mE) was added bromine (9.6 mE, i86 mmol) at iO C. The reaction mixture was stirred for i 2 h at room temperature, after completion of reaction (monitored by TEC), solid separated was filtered and dried under reduced pressure. The crude product was used in next step without thrther purification to afford N-(4-bromo-S-fluoro-2-methylphenyl)acetamide (40 g, 97%)

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

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 96-30-0, 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. 96-30-0, name is 2-Chloro-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Example 3 2-(7-(4-chlorobenzyl)-3-methyl-2,6-dioxo-8-(3-(trifluoromethyl)phenoxy)-2,3,6,7- tetrahydro- 1 H-purin- 1 -yl)-N-methylacetamide The title compound was prepared using the method of example 2 except a catalytic amount of TBAI was added to give 2-(7-(4-chlorobenzyl)-3-methyl-2,6-dioxo-8-(3- (trifluoromethyl)phenoxy)-2,3,6,7-tetrahydro-lH-purin-l -yl)-N-methylacetamide (36 mg, 62.1 % yield) as white solid. ‘H-NMR (DMSO-^) delta 7.97-7.98 (m, 1H), 7.79 (s, 1H), 7.69-7.74 (m, 3H), 7.44 (s, 4H), 5.45 (s, 2H), 4.43 (s, 2H), 3.91 -3.93 (q, 2H), 3.29 (s, 3H), 2.58-2.59 (d, 3H). LCMS retention time 2.547 min; LCMS MH”1’ 522.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-N-methylacetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
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. 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 198989-07-0

tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (5 g, 25.214 mmol) and pyridine-4-carbaldehyde (2.97 g, 27.74 mmol) were introduced into dichloromethane (650 ml), mixed with sodium triacetoxyboron hydride (10.6 g, 50.43 mmol) and glacial acetic acid (0.14 ml, 2.521 mmol) and the reaction mixture was stirred at room temperature for 15 h. The mixture was then hydrolysed with saturated sodium hydrogen carbonate solution, the phases were separated and the aqueous phase was extracted twice with diethyl ether. The combined organic phases were washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated under vacuum. The crude product was purified by column chromatography (silica gel; dichloromethane/methanol). Yield: 5.8 g, 79%

The synthetic route of 198989-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2010/222324; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, 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 676371-64-5, Quality Control of Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate

methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate (50.0 mg, 0.207 mmol, SpiroChem) in anhydrous THF (3 mL) under N2 and at 0 C was treated dropwise with methylmagnesium bromide (3.0M in ether, 0.345 mL, 1.04 mmol). After complete addition, the ice bath was removed, and the solution was stirred with warming to room temperature overnight. The reaction was quenched by the addition of sat. NH4CI solution (5 mL). The mixture was extracted with two portions of EtOAc. The combined organic extracts were dried over MgSCL, filtered and concentrated. To the crude mixture in DCM (2 mL) was added TFA (0.160 mL, 2.07 mmol), and the reaction was stirred for 1Hour. Solvent was removed in vacuo to afford a clear oil which was used without further purification. Theoretical yield was assumed.

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, Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; SHVARTSBART, Artem; COMBS, Andrew, P.; FALAHATPISHEH, Nikoo; POLAM, Padmaja; SHAO, Lixin; SHEPARD, Stacey; (170 pag.)WO2019/126505; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, 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: tert-Butyl (4-aminophenyl)carbamate

To a stirred solution of tert-butyl 4-aminophenylcarbamate(176 mg, 0.85 mmol) in 5 mL of THF was added phenyl 5-(l,3-difluoro-2- methylpropan-2-yl)isoxazol-3-ylcarbamate (250 mg, 0.85 mmol), DIEA (147 mL, 0.85 mmol), and DMAP (5.2 mg, 0.043 mmol). The resulting mixture was heated at 65 C for 90 min. LC-MS indicated that the reaction was complete. The organic solvent was removed under reduced pressure and the residue was purified with silica gel column chromatography, eluting with 0-50% EtOAc in hexanes, to give tert-butyl 4-(3-(5-(l,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl)ureido)phenylcarbamate (350 mg, 95%). LC-MS (ESI) m/z 411 (M + H)+.

The synthetic route of 71026-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; WO2011/150198; (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. 89226-13-1, name is tert-Butyl (2-amino-2-thioxoethyl)carbamate, A new synthetic method of this compound is introduced below., COA of Formula: C7H14N2O2S

Method A:; [00082] At 20-25 C., 24.6 mmol of ethyl bromopyruvate were added to 5.0 g (24.2 mmol) of thioamide in 47 ml of isopropanol, and the mixture was stirred for 5 h. 24.0 mmol of NaOH as a 20% strength aqueous solution of sodium hydroxide were then added, the product was extracted with methyl tert-butyl ether, the organic phase was washed with water and saturated sodium chloride solution and dried over sodium sulfate and the solvent was completely stripped off. This gave 6.2 g of the ethyl thiazole carboxylate, corresponding to a yield of 89.6%. [00083] 1H-NMR (DMSO-d6, in ppm): 8.41 (s, 1H, Ar-H), 7.86 (t, broad, NH), 4.41 (d, 2H, CH2), 4.30 (q, 2H, CH2), 1.40 (s, 9H, tert-butyl), 1.30 (t, 3H, CH3).

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; Abbott GmbH & Co. KG; US6642388; (2003); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide, 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 122334-37-6, Computed Properties of C9H10ClNO2

General procedure: A dry round-bottom flask under an atmosphere of argon was charged with alkyne (1 mmol), Weinreb amide (1.2 mmol), Ti(OiPr)4 (1.5 mmol, 0.44 mL), and anhydrous Et2O (10 mL). To this stirring mixture was injected i-PrMgCl (2M in Et2O, 3 mmol, 1.5 mL) dropwise over 5 minutes, the reaction was stirred for 4 hours at room temperature. The round-bottom flask was then placed in a dry-ice acetone bath and equilibrated to -78 C. In a separate dry pear-shaped flask under an atmosphere of argon BF3?OEt2 (2 mmol, 0.247 mL) was injected into a solution of aldehyde (2 mmol) in Et2O (2 mL) precooled with a dry-ice acetone bath. The BF3?OEt2-aldehyde mixture was stirred for 30 seconds then pulled up into a syringe. The solution of complexed aldehyde was then injected into the cooled reaction mixture containing the titanacycle. The cooling bath was removed and the reaction was allowed to warm to room temperature over 2 hours. At which point the reaction was quenched with 1 mL H2O, dried over magnesium sulfate, filtered, and concentrated. The crude material was subjected to flash chromatography (hexanes/CH2Cl2: 90/10).

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, 4-Chloro-N-methoxy-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Silwal, Sajan; Rahaim, Ronald J.; Tetrahedron Letters; vol. 56; 42; (2015); p. 5738 – 5742;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 111300-06-2, 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. 111300-06-2 name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, 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.

A solution of tert-butyl N-(4- hydroxycyclohexyl)carbamate (412 mg, 1.91 mmol, 1.10 equiv) in freshly distilled tetrahydrofuran (10 mL) was treated with sodium hydride (60% dispersion in mineral oil, 280 mg, 4.00 equiv) for 1 h at room temperature under nitrogen. To this mixture was then added a solution of 16.3 (510 mg, 1.72 mmol, 1.00 equiv) in dry tetrahydrofuran (5 mL) via syringe. After stirring overnight at room temperature, the reaction was then quenched with water and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine and dried over sodium sulfate. After filtration and concentration under reduced pressure, the residue was loaded onto a silica gel column with ethyl acetate/petroleum ether (1:2) and purified to afford ethyl 2-[(35)-12-[(4-[[(tert-butoxy)carbonyl]amino]cyclohexyl)oxy]-7-thia-9,l l- diazatricyclo[6.4.0.0A[2,6]]dodeca-l(12),2(6),8,10-tetraen-3-yl]acetate (16.4, 400 mg, 49%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine, C.; WESTER, Ronald T.; ROMERO, Donna L.; ROBINSON, Shaughnessy; SHELLEY, Mee; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; MASSE, Craig E.; KAPELLER-LIBERMANN, Rosana; WO2013/106535; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 61436-88-2, name is 2-Bromo-N-methylbenzamide, 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. Formula: C8H8BrNO

Taking R = CH3 as an example, under the protection of nitrogen, the product 2-bromo-N-methylbenzamide (0.214 g, 1 mmol) obtained in step 1,Pd (PPh3) 4 (60mg, 0.05mmol), CsF (0.456g, 3mmol) dissolved in a mixture of 15mL of 1,4 dioxane and 8mL of water, Slowly add 10 mL of a 1,4-dioxane solution containing 2-formylphenylboronic acid (0.3 g, 2 mmol),Then the reaction was terminated at 80 C. for 18-24 hours. After the reaction solution was cooled to room temperature, it was extracted twice with ethyl acetate (40 mL × 2).The organic phase was collected, washed twice with saturated brine (40 mL × 2), and then dried over anhydrous sodium sulfate.A white solid was separated by flash chromatography, and 0.2 g of white crystals were obtained after recrystallization from acetonitrile with a yield of 83%.

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

Reference:
Patent; Chinese Academy Of Sciences Fujian Structure Of Matter Institute; You Lei; Zha Daijun; (18 pag.)CN110734387; (2020); 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. 433-14-7, name is 4-Fluoro-N-methylbenzenesulfonamide, A new synthetic method of this compound is introduced below., name: 4-Fluoro-N-methylbenzenesulfonamide

A mixture of 4-fluoro-N-methyl-benzenesulfonamide (0.50 g, 2.64 mmoi), 1,4-dioxa-8-azaspiro[4.5]decane (0.76 g, 5.28 rnmoi) and potassium carbonate (0.73 g, 5.28 mrnoi) in amixed solvent of acetonitrile (10 mL) and 1 ,3-dimethythexahydropyrimidin-2-one (20 mL) was heated with stirring at 65 C for 3 hrs, The resulting reaction mixture was cooled to rt, dilutedwith water (50 mL) and extracted with EA (30 mL) for three times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give crude 4-(1 ,4-dioxa-8-azaspiro [4.5] decan-8-yl)-N-methyl-benzenesulfonamide (0.60 g), which was used in the next step without further purification.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics