Amides-buliding-blocks

Synthetic Route of 676371-64-5, 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 676371-64-5 as follows.

[0204] A solution of 16-1 ((prepared according to Eur. J. Org. Chem. 2004, 493- 498), 0.400 g, 1.67 mniol) in THF (6.2 mL) was cooled to 0 C and treated with MgBrCH3(4.0M in Et20, 2.1 mL, 6.22 mmol). After 15 mins, the reaction was warmed to rt. After 4 h, the reaction was cooled to 0 C and quenched with sat. aq. NH4CI solution (5 mL). After warming to rt, the reaction was diluted with EtOAc and H2O. The organic layer was separated. The aqueous layer was saturated with NaCl(s) and then extracted with EtOAc (3 x 20 mL). The combined organics were dried (Na2S04) and concentrated under reduced pressure to afford an oil that was further purified by flash chromatography (S1O2, 0-100% EtOAc/Hexanes) to afford 16-2 (0.190 g, 63%) as a colorless oil. 1H NMR (400 MHz, CDCb) delta 1 .93 (s, 6H), 1 .47 (s, 9H), 1.21 is. 6H).

According to the analysis of related databases, 676371-64-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KALYRA PHARMACEUTICALS, INC.; BUNKER, Kevin, Duane; GUO, Chuangxing; GRIER, Mark, Charles; HOPKINS, Chad, Daniel; PINCHMAN, Joseph, Robert; SLEE, Deborah, Helen; HUANG, Qinhua; KAHRAMAN, Mehmet; (122 pag.)WO2016/44331; (2016); A1;,
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150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, 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. Computed Properties of C9H20N2O2

A mixture of methyl 2-benzyl-4-chloro-9H-pyrimido[4,5-b]indole-7-carboxylate (0.100 g, 0.284 mmol), Et3N (0.079 mL, 0.569 mmol) and tert-butyl (3-aminopropyl)(methyl)carbamate (0.080 g, 0.426 mmol) in MeOH (1 mL) was heated in a microwave oven at 140C for 40 minutes. The solvent was removed under reduced pressure and the residue was purified by flash chromatography to give 0.092mg of crude Boc derivative which was used directly in the next step. TFA (1.0 ml, 12.98 mmol) was added dropwise to a cold suspension of methyl 2-benzyl -((3-((tert- butoxycarbonyl)(methyl)amino)propyl)amino)-9H-pyrimido[4,5-b]indole-7-carboxylate (0.092 g, 0.183 mmol) and the mixture was allowed to warm to room temperature over 30 minutes. After dilution with toluene, the solvent was removed under reduced pressure and then the residue was diluted with EtOAc to produce 85mg of a solid used directly in the next step: HRMS m/z 404.2091 (M+H)+.

The synthetic route of 150349-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; SAUVAGEAU, Guy; GAREAU, Yves; RUEL, Rejean; GINGRAS, Stephane; FARES, Iman; WO2013/110198; (2013); A1;,
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Electric Literature of 16982-21-1, 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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(5-Bromo-lH-pyrrolo[2, 3-bJpyridin-3-yl)-thiazole-2-carboxylic acid ethyl ester (XXIII-a)(XXI-a) (XXIII-a)To a stirred solution of (XXI-a) (4.97 g, 15.6 mmol) in dioxane (55 mL) was added ethyl thiooxamate (2.29 g, 17.2 mmol). The reaction mixture was stirred vigorously at 950C for 18 h. The hot reaction mixture was filtered and the collected product was washed with cold dioxane (25 mL) to afford the hydrobromide salt of (XXIII-a) as a yellow powder (6.08 g, 14.0 mmol, 90%). 1H NMR (400 MHz, CDCl3) delta 1.48 (t, J = 7.1 Hz, 3H), 4.52 (q, J = 7.1 Hz, 2H), 7.77 (s, IH), 8.05 (s, IH), 8.43 (d, J= 1.8 Hz, 1 H), 9.21 (s, IH).

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, Ethyl 2-amino-2-thioxoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2008/95943; (2008); A1;,
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1565-17-9, name is 4-Acetylbenzenesulfonamide, 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. Computed Properties of C8H9NO3S

General procedure: An isocyanate was prepared in situ from the corresponding amine by dissolving di-tert- butyl dicarbonate (1.1 eq.) in tetrahydrofuran (THF) (3 mL/mmol amine), treating with A V-dimethylpyridin-4-amine (DMAP) (1.1 eq.) and stirring for 5 min at room temperature before adding the amine (1 eq.) and stirring for a further 20 min. (0244) Meanwhile a sulfonamide sodium salt was prepared in situ by dissolving the a sulfonamide (1 eq.) in THF (3 mL/mmol), treating with NaH (1.0 eq., 60% oil dispersion) and stirring under reduced pressure until effervescence ceased (ca. 5-10 min). The sulfonamide salt and isocyanate solutions were combined and stirred at room temperature for 15 h under N2 atmosphere, monitored by LC-MS. Reaction mixtures were concentrated in vacuo, dissolved in the minimum volume 1:1 CH3CN / dimethylformamide (DMF) and purified via reverse phase MPLC. Typically a four minute aqueous wash was followed by a 15 min 10 mM NH4HC03(aq)/CH3CN gradient.

The synthetic route of 1565-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matthew; ROBERTSON, Avril; SCHRODER, Kate; MACLEOD, Angus Murray; MILLER, David John; (109 pag.)WO2018/215818; (2018); A1;,
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14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, 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: 14719-21-2

B. PREPARATION OF 5-(3-TRIFLUOROACETAMIDO1-PROPYNYL)2′-DEOXYCYTIDINE (56) Iodide 55 (353.1 mg, 1.00 mmol) was coupled for 4 h to N-propargyltrifluoroacetamide following the general procedure given in EXAMPLE 1C. Chomatography of the crude product with a 0-20% methanol in dichloromethane gradient afforded 3.84 g, (102%) of white powder after vacuum drying overnight. This material was homogeneous by TLC, but tenaciously retained solvent. Recrystallization of this powder from boiling isopropanol (10 mL) and cooling to -20 afforded 299.6 mg (74%) alkynylamino nucleoside 56 as white needles (mp 168-170). NMR showed that the recrystallized product was homogeneous and that the crystals contained 0.5 molecules of isopropanol per molecule of product 56.

The synthetic route of 14719-21-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US5047519; (1991); A;,
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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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 2-amino-2-thioxoacetate

To a solution of ethyl thiooxamate (10.0 g, 75 mmol) in dichloromethane (400 mL) was slowly added trimethyloxonium tetrafluoroborate (13.1 g, 89 mmol) at 0 C. After 10 min the ice bath was removed, and the reaction mixture was stirred overnight. The solvent was removed to afford ethyl 2-imino-2-(methylthio)acetate (12.Og, 66.6%) as tetrafluoroborate salt which was used without further purification.

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, 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 35303-76-5, COA of Formula: C8H12N2O2S

General procedure: To a cooled solution of triphosgene (1.41mmol) in THF at 0°C, a mixture of primary amine (3.52mmol) and N,N-diisopropylethylamine (DIPEA, 7.04mmol) was added. The reaction mixture was stirred at the same temperature for 30min and then the other amine (3.52mmol) was added. The reaction mixture was slowly allowed to attain ambient temperature and further stirred for 8h. After the completion of the reaction, water was added to the reaction mixture and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude mixture was subjected to column chromatography to obtain the pure compounds.

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:
Article; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Boggu, Pulla Reddy; Sharma, Niti; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Son, Min-Jeong; Woo, Sun-Hee; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1869 – 1887;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate, molecular formula is C12H18N2O2, 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: C12H18N2O2

Solution of DA-171 (189 mg, 1 mmol) and tert-butyl 3-aminobenzylcarbamate (222 mg, 1 mmol) in MeOH (10 mL) was stirred for 2 days. Solvent was removed in vacuo and residue was purified by MPLC (silica, 0-10% MeOH in DCM) to give white solid of DA-76. DA-76 (382 mg, 0.928 mmol) was dissolved in MeOH saturated with HCI (5 mL). Clear solution was stirred for 2 h and then diluted with diethyl ether. Formed crystals were filtered off, washed with ether and dried in vacuo to give white powder of DA-87. To a solution of DA-87 (50 mg, 0.130 mmol) and 3-phenylpropiolic acid (21 mg, 0.143 mmol) in DMF (3 mL) TEA (66 mg, 0.650 mmol) followed by PPA (50% solution in AcOEt, 99 mg, 0.156 mmol) was added. Deep red solution was stirred overnight, diluted with AcOEt, washed 3x with brine, dried with sodium sulfate and the solvent was removed in vacuo to give pale yellow thick oil. It was purified by MPLC (silica, 0-10% MeOH in DCM) to give colorless glass.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147291-66-5, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HENDRICKSON, Thomas, Francis; HO, Koc-Kan; SAUNDERS, Michael, David; STEVENS, Brian, John; SWIERCZEK, Krzysztof; WRIGHT, Kevin, Bret; WO2013/62945; (2013); A1;,
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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. 198967-24-7, name is 2-Fluoro-N-methoxy-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H10FNO2

Example 48: 4-tert-Butyl-N-[5-chloro-2-(2-fluoro-benzoyi)-pyridin-3-yl]- benzenesulfonamide; [00439] N-(2-Bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-N-methoxymethyl- benzenesulfonamide (140 mg, 300 mmol) was placed in a dry 2-neck 10 mL round-bottom flask. The flask was evacuated and purged with nitrogen, followed by the addition of THF (1 mL). The homogeneous mixture was lowered to -5 C and /PrMgCI (0.33 mL, 2.0 M) was added dropwise. Upon completion of the addition, the reaction was stirred 90 minutes, followed by the slow addition of 2- fluoro-N-methoxy-N-methyl-benzamide (140 mg, 750 mmol). The reaction was stirred overnight, during which the ice-bath warmed to room temperature. The following day, the reaction was quenched with a small quantity of MeOH and the solvents evaporated in vacuo. The residue was subsequently treated with 4.0 M HCI (in dioxane) (1 mL, 4.0 mmol) and H2O (0.33 mL), and then stirred at 80 C for two hours. The resultant solution was diluted with EtOAc, washed with water, saturated sodium bicarbonate, and brine; dried with MgSO4, and evaporated employing reduced pressure. The crude sulfonamide was finally purified via preparatory TLC (20% EtOAc/hexanes) and recrystallization from MeCN/H2O to afford 98 mg of the title compound: 1H NMR (400 MHz, CDCI3) delta 10.6 (s, 1 H), 8.3 (d, 1H), 8.2 (d, 1H), 7.74 (d, 2H), 7.6 (d, 1 H), 7.5 (d, 1 H), 7.43 (d, 2H), 7.42-7.37 (m, 2H), 1.26 (s, 9H); MS (ES) M+H expect 447.1 , found 447.5.

According to the analysis of related databases, 198967-24-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
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. 3144-09-0, name is Methylsulfonamide, A new synthetic method of this compound is introduced below., Recommanded Product: Methylsulfonamide

To a stirred suspension of methylsulfonamide (6 g, 62 mmol) in DCM at 0 C. was added DMAP (760 mg, 6.2 mmol), triethylamine (10.4 ml, 74.4 mmol) and (Boc)2O (14.2 g, 65.1 mmol). The reaction mixture was warmed up to room temperature and stirred overnight. The solution was concentrated and the residue was diluted with ethyl acetate, washed consecutively with 1N HCl and water, dried with Na2SO4, filtered and evaporated to afford a colorless oil. The oil was refluxed in hexane for 1 hour then cooled to room temperature and filtered to afford the target compound as a white solid (12.1 g, 42.1% yield). 1H NMR (DMSO-d6, 300 MHz) delta ppm 11.22 (s, 1H), 3.18 (s, 3H), 1.42 (s, 9H).

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; GlaxoSmithKline; US2010/256092; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics