Month: August 2021

25412-53-7, name is 4-Acetamidobenzylamine, 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. Product Details of 25412-53-7

EXAMPLE 50 N-(4-acetylamino-phenylmethyl)-3-(4′-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 7 from 3-(4′-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid and 4-acetylaminobenzylamine in dichloromethane with the addition of propanephosphonic acid cycloanhydride and N-methylmorpholine. Yield:38% of theory Rf value:0.60 (silica gel; dichloromethane/ethanol=9:1)

The synthetic route of 25412-53-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Priepke, Henning; Hauel, Norbert; Thomas, Leo; Mark, Michael; Dahmann, Georg; US2002/32238; (2002); 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, category: amides-buliding-blocks

The product of Example 323C (0.025 g, 0.057 mmol) was reacted with cesium carbonate (0.055 g, 0.17 mmol), 2-bromoacetamide (0.012 g, 0.087 mmol) and a catalytic amount of tetrabuylammonium iodide in N,N-dimethylformamide (3 ML) at 25 C. for 2 hours.The reaction was concentrated to half the volume under a stream of nitrogen warmed through a manifold heated to 165 C. The resulting solution was diluted with water and the precipitate was collected by filtration and dried to give the title compound (0.020 g, 72%). MS (ESI-) m/z 498 (M-H)-.The sodium salt of the title compound was prepared according to the procedure of Example 1D. 1H NMR (300 MHz, DMSO-d6) delta ppm 0.90 (m, 3 H) 1.33 (m, 6 H) 1.54 (m, 2 H) 4.49 (s, 2 H) 5.90 (m, 1 H) 7.06 (m, 1 H) 7.21 (m, 2 H) 7.40 (m, 1 H) 7.55 (m, 2 H) 8.07 (dd, J=8.27, 1.29 Hz, 1 H) 16.23 (s, 1 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; Pratt, John K.; Betebenner, David A.; Donner, Pemela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong; US2004/87577; (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. 102562-86-7, name is 3-(Aminomethyl)benzamide, A new synthetic method of this compound is introduced below., Recommanded Product: 3-(Aminomethyl)benzamide

To a solution of Intermediate 1h (50 mg, 0.152 mmol) and 3-aminomethyl-benzamide (60 mg, 0.228 mmol) in 2 mL DMF, were added iPr2Net (106 muL, 0.608 mmol), HOAT (41.4 mg, 0.304 mmol) and EDCI (35 mg, 0.182 mmol). The mixture was stirred at rt for 14 h, then was diluted with EtOAc. The organic phase was washed with H2O, 1N HCl, H2O, 0.1 N, NaOH, and brine, dried (Na2SO4), and concentrated. The crude product was recrystallized from methanol to afford 7.2 mg (10%) of Example 24. MS (HR-ESI) calculated for C24H24N5O5 (M+H+), found 462.1787; MS (ESI) 462.3 (M+H+), 484.3 (M+Na+); 1H NMR (300 MHz, CD3OD) delta. 8.51 (br. S, 1H), 7.84 (s, 1H), 7.78 (d, J=7.7, 1H), 7.53-7.31 (m, 7H), 5.20 (s, 2H), 5.13 (dd, J=3.0, 1.0, 1H), 4.61-4.37 (m, 2H), 3.25-3.16 (m, 1H), 3.12-3.03 (m, 1H), 2.66-2.55 (m, 1H), 2.32-2.24 (m, 1H).

The synthetic route of 102562-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glunz, Peter W.; US2004/6065; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 68524-30-1, These common heterocyclic compound, 68524-30-1, name is 2-[(Diphenylmethyl)thio]acetamide, 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.

General procedure: VO(acac)2 (2 mol %) and ligand 6 or 10 (3 mol %) were dissolved in CHCl3 (145 muL). The solution turned slightly green-brown after stirring for 60 min. 2-(Benzhydrylthio)acetamide (30 mg, 0.12 mmol) was added, followed by the addition of aqueous H2O2 (30%, 1.2 equiv) in one portion. The reaction mixture was stirred at room temperature for a certain time (see Table 5, entries 2-7). The product was directly purified by column chromatography on silica gel (EtOAc). The isolated enantiomerically-enriched (R)-modafinil was identified through comparison of 1H NMR spectra with literature data (see Ref. 19). The enantiomeric excess of the product was determined by chiral HPLC analysis (Daicel Chiralpak AS, flow 0.9 mL/min, Hex/i-PrOH 60:40, 25 C, 31 bar).

The synthetic route of 68524-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stingl, Kerstin A.; Weiss, Katharina M.; Tsogoeva, Svetlana B.; Tetrahedron; vol. 68; 40; (2012); p. 8493 – 8501;,
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. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H18N2O2

Example 5 : Synthesis of compounds 7 and 80.17 g (1.5 mmol) N-methylpiperid-4-one and 0.178 g (1.0 mmol) N-Boc-N-methyl-1,2- diaminoethane were reacted with 0.42 g (2.0 mmol) sodium triacetoxyborohydride in 5 ml DCE at RT overnight. The reaction was quenched with MeOH and the mixture extracted with DCM and brine (basified to pH > 12), dried with MgS04 and concentrated in vacuo to give 0.31 g (100%) of 7 as an oil. 1H-NMR (300MHz, CDC13): delta = 1H-NMR (300MHz, CDC13): delta = 1.38 (2, m, CH2), 1.45 (9H, s, Boc), 1.76 (1H, br s, NH), 1.85 (2H, m, CH2), 2.00 (2H, m, CH2), 2.27 (3H, s, MeN), 2.46 (1H, m, CH), 2.76 (4H, m, 2xCH2), 2.86 (3H, s, MeN), 3.30 (2H, t, CH2); MS (ESI) m/z = 272.2 +H+).

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNTARGA B.V.; BEUSKER, Patrick, Henry; COUMANS, Rudy, Gerardus, Elisabeth; ELGERSMA, Ronald, Christiaan; MENGE, Wiro, Michael, Petrus, Bernardus; JOOSTEN, Johannes, Albertus, Frederikus; SPIJKER, Henri, Johannes; DE GROOT, Franciscus, Marinus, Hendrikus; WO2011/133039; (2011); A2;,
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. 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

To a solution of 1-aminocyclopentane-1-carboxamide (1.00 g, 7.80 mmol) in DCM (16 mL) was added TEA (2.72 mL, 19.50 mmol). The mixture was cooled to 0 C with an ice bath. Propionyl chloride (1.011 g, 10.92 mmol) in DCM (4 mL) was added dropwise to the stirred solution, and the reaction mixture was at RT for 18 hours. The reaction was diluted with 0 and DCM. The organic phase was collected. The aqueous phase was extracted (2X) with DCM. The combined organic phase was washed with brine, dried over sodium sulfate and concentrated to give Intermediate 112a (0.586 g, 3.18 mmol, 40.8 % yield) as a solid. LC-MS (Method A2) RT =0.46 min, MS (ESI) m/z: 185.1 (M+H)+. 1H NMR (400 MHz, CDCl3) delta 9.37 – 9.15 (m, 2H), 8.71 (br d, J=0.9 Hz, 1H), 2.42 (q, J=7.4 Hz, 2H), 2.39 – 2.29 (m, 2H), 1.85 – 1.68 (m, 4H), 1.67 – 1.58 (m, 2H), 1.14 – 1.10 (m, 3H).

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 17193-28-1.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); 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. 85118-03-2, name is 2,5-Difluorobenzamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5F2NO

Example 4((S -N-((R)-l-(5-benzyl-2-(2,5-difluorophenyl)oxazol-4-yl)-2,2-dimethylpropyl)-N- -4-fluoropyrrolidiii-3-yl)methyl)-2-hydroxypropanainide[00160] Ethyl 3-bromo-2-oxo-4-phenylbutanoate (3.0 g, 10.5 mmol) and 2,5- difluorobenzamide (4.0 g, 25.5 mmol) in a seal tube was heated at 100 C for 15 h. After cooled down, the precipitate was filtered off with methanol washes. After the filtrate was removed in vacuo, the crude product was purified by automated column chromatography (10% to 60% EtOAc in Hexanes). Ethyl 5-benzyl-2-(2,5-difluorophenyl)oxazole-4- carboxylate contaminated with inseparable side products was obtained (735 mg, 20.4%), which was used for the next step without any further purification. LC/MS (uplc): MH+ 344.1, 1.15 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; NOVARTIS AG; BARSANTI, Paul, A.; DING, Yu; HAN, Wooseok; WO2011/128388; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 18807-71-1, name is Benzyl N-(2-aminoethyl)carbamate hydrochloride, 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. Quality Control of Benzyl N-(2-aminoethyl)carbamate hydrochloride

Preparation of benzyl (2-aminoethyl)carbamate To a solution of 2-(((benzyloxy)carbonyl)amino)ethanaminium chloride (1.0 g, 4.3 mmol) in water (5 mL) was added anhydrous Na2CO3 until litmus testing indicated pH 9. Solvent removal afforded a residue that was triturated with CH2Cl2 and filtered. The filtrate was concentrated to afford the desired free amine (0.93 g, 99% yield).

The synthetic route of Benzyl N-(2-aminoethyl)carbamate hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDWOOD BIOSCIENCE, INC.; RABUKA, David; ALBERS, Aaron Edward; KUDIRKA, Romas Alvydas; GAROFALO, Albert W.; WO2015/81282; (2015); 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 75175-77-8 as follows. HPLC of Formula: C11H12FNO

General procedure: A mixture of compounds 11a-c (0.01 mol) with enaminones 12a-g {e.g., 3-(dimethylamino)-1-phenylprop-2-en-1-one (12a), 3-(dimethylamino)-1-(4-methylphenyl)prop-2-en-1-one (12b),3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one (12c), 1-(4-chlorophenyl)-3-(dimethyl-amino)prop-2-en-1-one (12d), 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (12e), 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (12f) or 3-(dimethylamino)-1-(thiophen-2-yl)prop-2-en-1-one (12g)}(0.01 mol) in glacial acetic acid (25 mL), the reaction mixture was refluxed for 1 h and then left to cool.The solid product was filtered off, washed with ethanol, dried and finally recrystallized from DMF/H2Oto afford the corresponding pyrazolo[1,5-a]pyrimidine derivatives 18a-u.

According to the analysis of related databases, 75175-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; El-Naggar, Mohamed; Hassan, Ashraf S.; Awad, Hanem M.; Mady, Mohamed F.; Molecules; vol. 23; 6; (2018);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 830-43-3, 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. 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 27 (9.00 g, 19.0 mmol) in THF (130 mL) was added 1,1?-carbonyldiimidazole (6.15 g, 38.0 mmol) at r.t. and the solution was stirred at r.t. for 2 h. In another flask 4-(trifluoromethyl)benzenesulfonamide (6.40 g, 28.5 mmol) and DBU (4.00 mL, 26.6 mmol) were dissolved in THF (260 mL). To this solution was added the above solution containing the acyl imidazole reagent. After stirring for 4 h at the same temperature, EtOAc and aq NH4Cl were added. The resulting solution was extracted with EtOAc. The organic phase was washed with brine, dried (Na2SO4), and filtered. The filtrate was concentrated in vacuo and the residue was purified roughly by flash column chromatography(SiO2; n-hexane-EtOAc, 4:1) to give a mixture of 53c and4-(trifluoromethyl)benzenesulfonamide as a yellow oil, which was used in the next step without further purification. The spectroscopic data for 53c were collected after purification by PTLC (SiO2; n-hexane-EtOAc, 3:1); [alpha]D27 -13.1 (c = 1.00, CHCl3).IR (film): 3105, 2952, 2931, 2857, 1710, 1508, 1322, 1231, 1175,1062, 835, 777 cm-1.1H NMR (400 MHz, CDCl3): delta = 11.02 (s, 1 H), 8.19 (d, J = 8.3 Hz, 1 H),7.76 (d, J = 8.3 Hz, 1 H), 6.82 (dd, J = 6.8, 2.8 Hz, 2 H), 6.74 (dd, J = 6.8,2.8 Hz, 2 H), 4.02 (dddd, J = 6.5, 6.5, 6.5, 3.2 Hz, 1 H), 3.80-3.70 (m, 5H), 2.73 (dd, J = 18.1, 10.9 Hz, 1 H), 2.68-2.63 (m, 1 H), 2.55-2.45 (m, 2H), 2.32 (ddd, J = 15.8, 8.0, 8.0 Hz, 1 H), 2.10 (ddd, J = 14.2, 10.1, 4.6 Hz,1 H), 2.00-1.81 (m, 2 H), 1.80-1.70 (m, 1 H), 1.62-1.45 (m, 3 H), 0.85(s, 9 H), 0.02 (s, 3 H), 0.00 (s, 3 H).13C NMR (100 MHz, CDCl3): delta = 212.9 (C), 165.9 (C), 153.8 (C), 152.8(C), 142.7 (C), 135.5 (C, q, J = 32.4 Hz), 129.0 (CH), 125.9 (CH, q, J = 3.8Hz), 122.8 (CF3, q, J = 271.7 Hz), 115.2 (CH), 114.7 (CH), 67.8 (CH2),64.3 (CH), 55.7 (CH3), 53.5 (C), 49.3 (C), 46.6 (CH2), 40.7 (CH), 33.6(CH2), 29.7 (CH), 29.2 (CH2), 26.9 (CH2), 26.8 (CH2), 25.7 (CH3), 17.9(C), -4.9 (CH3), -5.0 (CH3).HRMS (ESI+): m/z calcd for C33H41F3NO7SSiNa2: 726.2121; found:726.2147.

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-(Trifluoromethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ochi, Yuji; Yokoshima, Satoshi; Fukuyama, Tohru; Synthesis; vol. 49; 1; (2017); p. 96 – 114;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics