Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, 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 17193-28-1, HPLC of Formula: C6H12N2O

To a solution of 1-aminocyclopentane-l-carboxamide (1.00 g, 7.80 mmol) in DCM (16 niL) was added TEA (2.72 niL, 19.50 mmol). The mixture was cooled with an ice bath. Cyclopropanecarbonyl chloride (1.142 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 119a (0.889g, 4.53 mmol, 58.1 % yield) as a solid. RT =0.49 min, MS (ESI) m/z: 191 A (M+H)+. 1H NMR (400 MHz, CDCl3) delta 5.91 (br s, 2H), 5.76 – 5.57 (m, 1H), 2.49 – 2.25 (m, 1H), 2.07 (br d, J=16.7 Hz, 1H), 1.93 – 1.74 (m, 2H), 1.67 – 1.28 (m, 2H), 1.28 – 1.19 (m, 2H), 1.03 – 0.97 (m, 2H), 0.90 – 0.82 (m, 2H), 0.81 – 0.74 (m, 1H).

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; 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;,
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Electric Literature of 39549-79-6, 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. 39549-79-6, name is 2-Amino-4-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Sodium hydrogen sulfite (4 mmol) was added to a solution of anthranilamide 1 (2 mmol) and benzaldehyde 2 (2 mmol) in N,N- dimethylacetamide (5 mL). The mixture was heated under continuous stirring at 150 o C for 2-3 h and poured into ice water. The precipitate was then filtered, washed with water followed byethanol, and dried to yield the 2-arylquinazolinones 3-31.#10;#10;

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

Reference:
Article; Khadka, Daulat Bikram; Tran, Giap Huu; Shin, Somin; Nguyen, Hang Thi Minh; Cao, Hue Thi; Zhao, Chao; Jin, Yifeng; Van, Hue Thi My; Chau, Minh Van; Kwon, Youngjoo; Le, Thanh Nguyen; Cho, Won-Jea; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 69 – 79;,
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Application of 3118-68-1, These common heterocyclic compound, 3118-68-1, name is 3-Cyanobenzenesulfonamide, 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.

The intermediate from step A above (722 mg), di-tert-butyl dicarbonate (1.6 g) and nickel(II) chloride hexahydrate (80 mg) was dissolved in dry methanol (20 mL) and cooled to 0 C. Then sodium borohydride (1.0 g) was added in portions and the ice bath removed. The mixture was vigorously stirred for 2 h, then diethylenetriamine (300 muL) was added and the mixture was concentrated to dryness. The residue was diluted with ethyl acetate, washed with 10% citric acid, saturated sodium hydrogen carbonate and brine, dried (MgSO4) and concentrated. Purification by column chromatography (dichloromethane/methanol, 96:4 to 95:5) gave a amorphous mass, which was suspended in hydrogen chloride (4M solution in dioxane, 15 mL) and stirred for 6 h, evaporated, slurried in diethyl ether and filtered to afford the title compound (590 mg; 67%). [M-Cl]+=187.

The synthetic route of 3118-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
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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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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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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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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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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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Adding a certain compound to certain chemical reactions, such as: 4815-28-5, name is 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, 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 4815-28-5, Recommanded Product: 4815-28-5

General procedure: 1 mmol of 5-(2-thienyl)-3-isooxazol carboxylic acid and TEA (3 mmol) were stirred in 2,5 ml of anhydrous DCM. The mixture was cooled down to 0 C and 1.3 mmol of DIC was added in several portions. The mixture was stirred for 15 min and 1.33 mmol Hobt was added at once. The stirring was continued for half an hour and 1 mmol of glycine tert-butyl ester hydrochloride was added to the mixture. The reaction was warmed to RT and stirred overnight. The mixture was diluted with 15 ml of DCM and the organic layer was washed with 0.1 M hydrochloric acid solution and distilled water. The organic layer was dried over anhydrous Na2SO4 end evaporated under reduced pressure. The crude product was purified by column chromatography (n-hexane: chloroform). Yield white needles 60 %. 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide (1mmol) and tert-butyl ({[5-(2-thienyl)-3-isooxazol]carbonyl}amino) acetic acid (1 mmol) were treated as described for compound STK2 [8] The crude product was collected by filtration and purified by crystallization from ethyl acetate with addition of methanol yielding 42 % of desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Tomala, Marcin D.; Magiera-Mularz, Katarzyna; Kubica, Katarzyna; Krzanik, Sylwia; Zieba, Bartosz; Musielak, Bogdan; Pustula, Marcin; Popowicz, Grzegorz M.; Sattler, Michael; Dubin, Grzegorz; Skalniak, Lukasz; Holak, Tad A.; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 261 – 267;,
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50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)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: 50667-69-1

A solution of 2-chloro-6-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid (1.70 g, 5.75 mmol) in cone. HC1 (10 mL) and dioxane (2 mL) was heated at reflux for 12 h. The reaction mixture was concentrated and the concentrate was dissolved in THF (1 mL). The solution was treated with NaOH (690 mg, 17.25 mmol) in H20 (2 mL) at 0C followed by iert-butyl dicarbonate (2.51 g, 11.50 mmol). The reaction mixture was stirred rt for 16 h. The reaction mixture was acidified with IN HC1 and the pH was adjusted to 2-3. The reaction mixture was extracted with 5% MeOH in CHCI3. The organic layer was separated, dried, filtered and concentrated. The concentrate was dissolved in CH3CN (20 mL) and the solution was treated with K2CO3 (1.60 g, 11.50 mmol) and CH3I (11.50 mmol) at rt. Then the reaction mixture was heated at 50 C for 1-2 h before it was quenched with water and was extracted with EtOAc. The organic layer was washed with brine, separated, dried, filtered and concentrated. The concentrated was purified by column chromatography to provide 1.4 g of the title product and methyl 3-(((ierf-butoxycarbonyl)amino)methyl)-6-chloro-2- methylbenzoate as mixture of products.

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
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Amide – an overview | ScienceDirect Topics