Author: Jessica.F

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. 5004-88-6, name is 2-Amino-4,5-dimethoxybenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Amino-4,5-dimethoxybenzamide

General procedure: A mixture of 2-chlorobenzoic acid (1b) (0.61 g, 3.92 mmol) and thionyl chloride (1 mL) was heated for 2 h. The excess of thionyl chloride was recovered under reduced pressure and the residue so obtained was dissolved in dry dioxane (1 mL). The solution was then dropwise added to mixture of 2-amino-4,5-dimethoxybenzamide (2) (0.7 g, 3.57 mmol) and TEA (1.2 mL, 8.92 mmol) in dry dioxane (2 mL) at 10 C. The reaction mixture was stirred at rt for another 1 h and quenched into cold water (50 mL). The precipitate formed was filtered, washed with water and dried to obtain compound 3b (0.85 g, 71%).

The synthetic route of 5004-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yadav, Mange R.; Grande, Fedora; Chouhan, Bishram S.; Naik, Prashant P.; Giridhar, Rajani; Garofalo, Antonio; Neamati, Nouri; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 231 – 243;,
Amide – Wikipedia,
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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. 159184-15-3, name is tert-Butyl 2-(4-aminophenoxy)ethylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of tert-Butyl 2-(4-aminophenoxy)ethylcarbamate

Step F. tert-Butyl 2-{4-[(1-benzyl-4-piperidinyl)amino]phenoxy}ethylcarbamate tert-Butyl 2-(4-aminophenoxy)ethylcarbamate (2.34 g, 9.27 mmol) and benzyl piperidone (2.6 g, 13.74 mmol) were dissolved in dichloroethane (40 mL). Anhydrous sodium sulfate (13.2 g) was added followed by acetic acid (2.6 mL). Stirring was continued for 1 hour. Sodium triacetoxyborohydride (3.93 g, 18.54 mmol) was added and stirring continued overnight. The mixture was filtered, diluted with dichloromethane (600 mL), and washed with 40percent sodium hydroxide, water and brine. The organic phase was dried over anhydrous magnesium sulfate. The solution was filtered and the solvent evaporated to dryness in vacuo. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 20:1 chloroform-methanol). The solvent was removed in vacuo and the resulting oil triturated with hexane to furnish the title compound (2.4 g, 5.64 mmol). MS ((+)ESI, m/z): 426 [M+H]+

According to the analysis of related databases, 159184-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US2002/28832; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 162787-61-3, name is 2-(Methylsulfonamido)benzoic acid, 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. COA of Formula: C8H9NO4S

Thereafter, 40 g of Synthesis Intermediate A, 26 g of salicylamide and 2 mL of DMF (N,N-dimethylformamide) were added to 800 mL of toluene, and 22 g of thionyl chloride was added dropwise at room temperature. This solution was stirred at 85 C. for 2 hours, and 3.9 g of p-toluenesulfonic acid monohydrate was added, followed by stirring at 130 C. for 5 hours. The resulting reaction solution was cooled to 60 C. and after adding 30 mL of triethylamine, cooled to room temperature. To this solution, 300 mL of methanol was added, and the obtained solid was filtered and washed with methanol to obtain 52 g of Synthesis Intermediate B (yield: 88%).

The synthetic route of 2-(Methylsulfonamido)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM CORPORATION; US2012/53343; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 683-57-8, name is 2-Bromoacetamide, 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 683-57-8, Computed Properties of C2H4BrNO

A 100-mL round bottom flask was charged with 5-cyclopropyl-2- hydroxybenzonitrile (11, 280 mg, 1.76 mmol), bromoacetamide (263 mg, 1.91 mmol), potassium carbonate (545 mg, 3.94 mmol) and acetone (20 mL). The mixture was heated at 65 0C for 18 h under nitrogen. The reaction was judged to have reached completion by LC-MS. The mixture was diluted with EtOAc (150 mL), washed with water (20 mL) and brine (10 mL). The organic layer was dried over MgSO4. After removal of solvents under reduced pressure, the title compound (12) was obtained as a white solid (366 mg), 96% yield, which was deemed pure enough for the following treatment.1H NMR (400 MHz, CDCl3) delta 7.31 (m, 2H), 6.91 (m, IH), 4.55 (s, 2H), 3.64 (br s, 2H), 1.89 (m, IH), 1.01 (m, 2H), 0.66 (m, 2H); 13C NMR (100 MHz, CDCl3) delta 170.6, 156.9, 138.7, 132.7, 131.0, 116.5, 112.7, 101.8, 67.5, 14.5, 9.1; MS (ESI+)

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, 2-Bromoacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2009/86264; (2009); 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. 683-57-8, name is 2-Bromoacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 683-57-8

INTERMEDIATE 226: methyl 3-(2-amino-2-oxoethoxy)-5-(5-((((R)-2-((R)-1-(N- (benzyloxy)formamido) propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzoate A mixture of methyl 3-(5-((((R)-2-((R)-1-(N- (benzyloxy)formamido) propyl) heptanamido) methyl)carbamoyl)furan-2-yl)-5-hydroxybenzoate (0.25 g, 0.42 mmol), 2-bromoacetamide (0.116 g, 0.842 mmol), and K2003 (0.29 g, 2.106 mmol) in acetonitrile (1.50 ml) was heated at 8000 for 1 hour. The reaction was then cooled to RT and concentrated in-vacuo. The residue was partitionedbetween H20 and EtOAc and the organic layer was separated. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated under vacuum to afford a white solid. The solid was purified by flash column chromotography (20- 100%EtOAc:Hexane) to afford the titled compound.(0.22 g, 80 % yield) as white solid. MS (mlz) 651.2 (M+H+).

The synthetic route of 683-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DOWDELL, Sarah E.; EIDAM, Hilary Schenck; ELBAN, Mark; FOX, Ryan Michael; HAMMOND, Marlys; HILFIKER, Mark A.; HOANG, Tram H.; KALLANDER, Lara S.; LAWHORN, Brian Griffin; MANNS, Sharada; PHILP, Joanne; WASHBURN, David G.; YE, Guosen; WO2015/104684; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 129686-16-4, 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. 129686-16-4 name is 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one, 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 6-bromo-3,4-dihydro-lH-[l,8]naphthyridin-2-one (l .Og, 4.4 mmol), tert- butyl acrylate (2.56 ml, 17.62 mmol) and N,N-diisopropylethylamine (1.46 ml, 8.81 mmol) in acetonitrile (20 ml) and DMF (7 ml) was stirred and degassed with nitrogen gas for 10 minutes. Tri-o-tolylphosphine (0.27 g, 0.88 mmol) and palladium (II) acetate (47% on Pd) (0.099 g, 0.44 mol) were added and the resulting mixture was microwaved (1600 W, 180C, 35 minutes). The reaction mixture was evaporated till dryness, taken up in a mixture of DCM/methanol (8/2) (50 ml), filtered through a short pad of celite and washed with DCM. The organic layer was washed with water, dried over MgS04, filtered and evaporated to dryness. The residue was taken up in cold ethanol (10 ml) and stirred at 5C for 5 minutes, the precipitate was filtered off, washed with cold ethanol (3 ml) and dried under vacuum to yield 950 mg intermediate (1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN R&D IRELAND; GUILLEMONT, Jerome, Emile, Georges; LANCOIS, David, Francis, Alain; MOTTE, Magali, Madeleine, Simone; KOUL, Anil; BALEMANS, Wendy, Mia, Albert; WO2013/21051; (2013); 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 54616-47-6 as follows. category: amides-buliding-blocks

General procedure: To a stirred solution of 1 (0.23 g, 1.0 mmol) in THF (6 mL) at -78C was added n-BuLi (1.6 M in hexane; 1.0 mmol) dropwise. After 15 min, PhNCS(0.14 g, 1.0 mmol) was added and stirring was continued for an additional 5 min before addition of saturated aqueous NH4Cl (15 mL). The mixture was extracted with AcOEt (3 ¡Á 10 mL), and the combined extracts were washed with brine (10 mL), dried (Na2SO4) and concentrated by evaporation

According to the analysis of related databases, 54616-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kobayashi, Kazuhiro; Shigemura, Yuuho; Fujiwara, Daiki; Heterocycles; vol. 94; 6; (2017); p. 1152 – 1158;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 147751-16-4, name is tert-Butyl methylsulfonylcarbamate, 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 147751-16-4, Recommanded Product: tert-Butyl methylsulfonylcarbamate

N-{l-[(lS,3R)-3-(2,2,2-Trifluoro-ethylamino)-cyclopentyl]-lH-imidazo[4,5-c]quinolin-2- ylmethyl} -methanesulfonamideN-tert-Butylcarbamate-N-{l-[(lS,3R)-3-(2,2,2-trifluoro-ethylamino)-cyclopentyl]-lH- imidazo[4,5-c]quinolin-2-ylmethyl} -methanesulfonamide A suspension of {l-[(lS,3R)-3-(2,2,2-trifluoro-ethylamino)-cyclopentyl]-lH-imidazo[4,5- c]quinolin-2-yl} -methanol (139 mg, 0.38 mmol) in anhydrous THF (3.8 mL), under an atmosphere of nitrogen was treated with tert-butyl N-methanesulfonylcarbamate (164 mg, 0.84 mmol), followed by triphenylphosphine (200 mg, 0.76 mmol) and then diisopropyl azodicarboxylate (150 mu?, 0.76 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was diluted with EtOAc and water and the phases separated. The aqueous layer was extracted with EtOAc (2x) and the combined organic phases washed (brine), dried (sodium sulfate) and concentrated in vacuo to afford 780 mg of a yellow oil. Purification by column chromatography on an Isolute SCX-2 cartridge (eluting with MeOH and then 2M NH3 in MeOH) afforded 192 mg of a golden glassy solid. This was purified by filtration through a pad of silica gel (gradient: 0 to 2% [2M NH3 in MeOH] in EtOAc) to afford 169 mg (82%) of N-tert-butylcarbamate-N- { 1 – [( 1 S ,3R)-3 -(2,2,2-trifluoro-ethylamino)-cyclopentyl] – 1 H- imidazo[4,5-c]quinolin-2-ylmethyl}-methanesulfonamide as a colourless gum. LCMS (Method B, ESI): RT = 2.67 min, m+H = 542.0; 1H NMR (400 MHz, CDC13): delta 9.20 (s, 1 H), 8.40 (d, 1 H), 8.28 (d, 1 H), 7.66 (m, 2 H), 5.54-5.30 (m, 3 H), 3.68 (s, 3 H), 3.60 (m, 1 H), 3.30 (m, 2 H), 2.60 (m, 2 H), 2.33 (m, 1 H), 2.15 (m, 2 H), 1.98 (m, 1 H), 1.50 (s, 9 H).

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; F. HOFFMANN-LA ROCHE AG; HURLEY, Christopher; KULAGOWSKI, Janusz; ZAK, Mark; WO2013/7768; (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. 16066-84-5, name is tert-Butyl methylcarbamate, A new synthetic method of this compound is introduced below., Product Details of 16066-84-5

Description 84; 1,1-Dimethylethyl (6-formyl-3-pyridinyl)methylcarbamate (D84); A mixture of 5-bromo-2-pyridinecarbaldehyde (1.5 g, 8.064 mmol), 1 ,1-dimethylethyl methylcarbamate (D83) (1.267 g, 9.677 mmol), tris(dibenzylideneacetone) dipalladium(O) (0.148 g, 0.161mmol), xantphos (0,373 g, 0.645 mmol) and cesium carbonate (3.678 g, 11.289 mmol) in dioxane (35 mL) was heated at 11O0C overnight under an argon atmosphere. On cooling, the solvent was removed in vacuo and the residue partitioned between EtOAc and water. The organic layer was separated, washed with water and brine, dried and concentrated to give the crude product which was purified by column chromatography. Elution with 0-50% ether/petroleum ether gave the title compound as a brown oil (0.977 g). deltaH (CDCI3, 400MHz) 10.01 (1 H, s), 8.79 (1 H, d), 7.94 (1 H, d), 7.86 (1 H, dd), 3.40 (3H, s), 1.53 (9H, s). MS (ES+): 259.1 (MNa+), 181.2, no molecular ion (MH+) observed.

The synthetic route of 16066-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/729; (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. 78191-00-1, name is N-Methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H9NO2

Intermediate 8: To a solution of 5-methylthiazole (0.179 mL, 2.017 mmol) in ether (13.63 mL) was added nBuLi (1.387 mL, 2.219 mmol, 1.6 M in hexanes) dropwise at -78 C and the reaction mixture was stirred at this temperature for 15 mm. A solution of N-methoxy-N-methylacetamide (229 mg, 2.2 19 mmol) in THF (4.0 mL) was addeddropwise and the reaction mixture warmed to rt and stirred for 1 h. The reaction mixture was quenched with sat. NH4C1. The organic layer was separated and washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude product was purified by chromatography to yield Intermediate 8 (123 mg, 0.87 1 mmol, 43.2% yield) as a pale yellow solid. ?H NMR (500 MHz, CDC13) oe 7.66 (s, 1H), 2.68 (s, 3H), 2.57 (s,3H). LCMS Anal. Calc?d for C6H7NOS 141.0, found [M+H] 141.9.

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 78191-00-1.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; ZHAO, Guohua; WO2015/134701; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics