Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2, Product Details of 94838-59-2

Example 167 N-[4-(2-tert-Butoxycarbonylaminoethyl)phenyl]-(2-chloro-5-nitrophenyl)carboxamide The title compound (10.0 g, yield 99%) was obtained according to the procedure described in Example 2 using 4-(2-tert-butoxycarbonylaminoethyl)aniline (5.66 g, 24 mmol), DMA (50 ml) and 2-chloro-5-nitrobenzoyl chloride (6.32 g, 28.8 mmol). 1H-NMR (400 MHz, DMSO-d6, TMS): delta(ppm) 1.37 (9H, s), 2.67 (2H, t, J=7.5 Hz), 3.10-3.13 (2H, m), 7.19 (2H, d, J=8.4 Hz), 7.61 (2H, d, J=8.4 Hz), 7.89 (1H, d, J=8.8 Hz), 8.34 (1H, dd, J=2.8, 8.8 Hz), 8.44 (1H, d, J=2.8 Hz), 10.64 (1H, s); MS(FAB) m/z: 420 (M+H)+.

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

Reference:
Patent; SANKYO COMPANY, LIMITED; US2003/134859; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 127828-22-2, The chemical industry reduces the impact on the environment during synthesis 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of mono-Boc protected diamine linker (0.1 mmol, 1 eq) and iBET726(36 mg, 0.1 mmol, 1 eq) in DMF (1 mL), COMU (43 mg, 0.1 mmol, 1 eq) and DIPEA (48 mircoL) were added. The reaction mixture was stirred at room temperature for 1 hour, then quenched with ice cold water. Volatiles were removed in vacuum and the crude mixture was purified by preparative HPLC (METHOD 2). Fractions containing the desired product were evaporated under reduced pressure and the reside was dissolved in DCM (1 mL) and treated with a solution of anhydrous HC1 in dioxane (4M, 1 mL). After 1 hour, volatiles were removed under reduced pressure and the reside was freeze dried in order to remove any excess of acid. Analytical data (HRMS) are provided in table III shown below.

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, tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF DUNDEE; CIULLI, Alessio; TESTA, Andrea; HUGHES, Scott; BUTCHER, Steven Peter; (183 pag.)WO2019/238816; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 202207-79-2, 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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Chloro-5- { [2-oxo- 1 -( lH-pyrazolo[3 .4-&]pyridin-3-ylmethyl)-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy}benzonitrile_(6.0 g, 13.46 mmol) was stirred in DMA (140 mL) until dissolved and then cooled over ice bath for 10 minutes. This solution was treated with diisopropylethylamme (4.70 mL, 26.9 mmol) and then 4-nitrophenyl chloroformate (3.26 g, 16.15 mmol) portionwise over 5 minutes. This mixture was allowed to warm to room temperature and then stirred for 30 minutes. Formation of the intermediate carbamate was monitored by queching a small aliquot of the reaction mixture with dimethylamine and monitoring by LC-MS. The reaction mixture was then recooled over an ice bath and the cooled mixture was treated with a solution of 2-[(/er/-butoxycarbonyl)amino]-N-methylethanaminium chloride (3.40 g, 16.15 mmol) and diisopropylethylamme (2.5 mL, 14.3 mmol) in DMA (35 mL). Upon completion of addition, the cooling bath was removed and the mixture stirred for 1 hour at room temperature. This mixture was partitioned between ethyl acetate (1000 mL and 500 mL) and water (500 mL). The combined extracts were further washed with water (3x 00 mL), dried over MgS04, filtered and the solvent removed by evaporation in vacuo. This residue was pre- absorbed onto silica gel (35 g) using ethyl acetate and purified by silica gel (330 g)chromatography eluting with 0-100% ethyl acetate in hexanes. The desired fractions were combined and then solvent was removed by evaporation in vacuo. The resulting residue was further purified by re-crystallizing from ethyl acetate (75 mL) to give the title compound as a white solid. lH NMR (CDCI3) delta-8.68 (d, 1H), 8.26 (d, 1H, J = 7 Hz), 7.72 (d, 1H), 7.39 (dd, 1H, J=1.5Hz), 7.30 (dd, 1H5 3=4.6 and 8Hz), 7.16 (dd, 1H, J=2Hz), 7.02 (dd, 1H, J=1.3 and 2.3 Hz), 6.46 (d, 1H, J=7 Hz), 5.18 (bs t, 1H), 5.50 (s, 2H), 3.7 (br, 2H), 3.52 (br, 2H), 3.17 (s, 3H) and 1.44 (s, 9H) ppm. LRMS (M+l): 646.1

The synthetic route of 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; JOLLY, Samson, M.; ANTHONY, Neville; GOMEZ, Robert; DUBOST, David, C.; WOODWARD, Rick, G.; WO2011/126969; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 406233-31-6, 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 406233-31-6 as follows.

Into a1 OO-mL round-bottom flask, was placed 4-fluoro-3-nitrobenzene- 1- sulfonamide (1.43 g, 0.007 mmol, 1 equiv), i-[(25)-i,4-dioxan-2-yljmethanamine hydrochloride (1 g, 6.5 10 mmol, 1 equiv), THF (30 mL), Cs2CO3 (8.48 g, 0.026 mmol, 4 equiv). The resulting solution was stirred overnight at 50C in an oil bath. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 1.82 g (88.10%) of 4-([[(25)-i,4-dioxan-2- ylj methylj amino)-3 -nitrobenzene- 1- sulfonamide as a yellow solid. LC-MS: (ES, m/z):M+i=318, R,T= 0.741 mm. ee=99%, [aj = -17.4 (C= 0.102 g in 100 ml DMSO, T=27C).

According to the analysis of related databases, 406233-31-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 144-80-9, A common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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.

0.6 g (0.0028 mol) of sulfacetamide was dissolved in 20 mL of N,N-dimethylformamide.then,1.0 g (0.0316 mol) ofloxacin and 1.3 g (0.0063 mol) of dicyclohexylcarbodiimide were added.Heating to 80 C for heating,And stirring for 15 hours,Obtaining an initial ofloxacin-sulfacetamide hybrid drug reaction solution,among them,In order to understand the progress of the reaction in time,The reaction was followed by a thin layer chromatography silica gel plate.In the process,Ofloxacin gradually dissolves,The solution turns orange-red;The initial ofloxacin-sulfacetamide hybrid drug reaction solution is subjected to impurity removal treatment to obtain a purified substance of ofloxacin-sulfaacetic acid hybrid drug.

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; Wuhan Institute of Technology; Zhu Hong; Li Shuang; Zhang Huan; Ding Jiao; Li Li; Zeng Xiangcong; Li Xue; (6 pag.)CN109438473; (2019); A;,
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. 1172623-95-8, name is tert-Butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1172623-95-8

Under N2 protection, 2,3,5-trifluorobromobenzene (42.2 g, 200 mmol) was dissolved in dry toluene (50 ml),cooled to -10C or lower in an ice salt bath, and a solution of isopropyl magnesium chloride/lithium chloride in tetrahydrofuran(100 ml, 2.2 mol/l) was added dropwise, followed by stirring at about -10C for 1 hour. 1D (25.6 g, 100 mmol)was dissolved in dry tetrahydrofuran (250 ml), and added dropwise to the reaction solution while the temperature wasmaintained at -10C. When the addition was complete, the reaction was allowed to proceed at room temperature for 4hours. The temperature was lowered to about -10C, and a saturated ammonium chloride solution (100 ml) was added dropwise, followed by stirring for 10 min. The pH was adjusted to 5 to 6 with a 3 mol/l hydrochloric acid solution, to allowsettling and partitioning. The aqueous phase was extracted with methyl t-butyl ether (150 ml32). The organic phaseswere combined, washed with a saturated sodium chloride solution (100 ml32), dried by addition of anhydrous sodiumsulfate thereto, filtered, concentrated, and separated by column chromatography (petroleum ether/ethyl acetate (v/v) =50:1 to 8:1), to obtain a white solid 3A (27 g, yield 82.6%).

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 1172623-95-8.

Reference:
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; ZHANG, Chen; WANG, Jianmin; LI, Caihu; WEI, Yonggang; (64 pag.)EP3159344; (2017); 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. 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

A mixture of 2-(4-fluoropiperidin-l-yl)acetic acid(239 mg, 1.48 mmol), HATU (619 mg, l.63mmol) and DIPEA (524 mg, 4.44 mmol) in DCM (10 mL) and DMF(lOmL) was stirred at room temperature for 0.5 h. Then tert- butyl 4-aminophenethylcarbamate (350 mg, 1.48 mmol) was added and the reaction was stirred at room temperature overnight. TLC showed the reaction completed. The reaction mixture was concentrated and purified by column chromatography to afford the title compound as yellow solid (400 mg, 71.3% yield). ‘H NMR (500 MHz, DMSO- d6) d: 10.38 (s, 1H), 7.50 (d, J= 8.3 Hz, 2H), 7.18 (t, J= 8.5 Hz, 2H), 6.87 (d, J= 5.5 Hz, 1H), (0881) 4.92 (d, J= 52.6 Hz, 1H), 3.95 (dd, J= 34.1, 9.3 Hz, 1H), 3.11 (dd, J= 13.9, 6.5 Hz, 5H), 2.81 (d, .7= 79.7 Hz, 1H), 2.65 (t, J= 7.4 Hz, 2H), 2.20 – 1.99 (m, 4H), 1.91 (s, 1H), 1.36 (s, 10H).

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 94838-59-2.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1346674-23-4,Some common heterocyclic compound, 1346674-23-4, name is 7,7-Dimethyl-2,3,4,6,7,8-hexahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one, molecular formula is C12H16N2O, 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.

Example 128a 2-Bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-4-fluorobenzaldehyde 128a A 100-mL round-bottomed flask equipped with a reflux condenser was charged with 4,4-dimethyl-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-9-one 103e (1.0 g, 4.90 mmol, 1.0 eq.), 2-bromo-6-chloro-4-fluorobenzaldehyde (2.76 g, 9.8 mmol, 2.0 eq.), Pd2(dba)3 (224 mg, 0.24 mmol, 0.050 eq.), Xantphos (283 mg, 0.49 mmol, 0.10 eq.), potassium acetate (1.44 g, 14.7 mmol, 3.0 eq.), and 1,4-dioxane (50 mL). The system was evacuated and refilled with N2. The reaction mixture was heated at 80 C. for 5 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified on silica-gel column eluting with 80:1 dichloromethane/methanol to afford 128a as a yellow solid (992 mg, 50%). MS: [M+H]+ 405.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7,7-Dimethyl-2,3,4,6,7,8-hexahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Young, Wendy B.; US2013/116245; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, 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 1314538-55-0, Product Details of 1314538-55-0

To a N2 purged flask containing O-Silyl imidazole 8a or 8b (2.0 mmol, 1.0 equiv.), Pd(OAc)2 (0.2 mmol, 0.1 eq.), XPhos (0.2 mmol, 0.1 eq.), tert- butoxycarbonyl)amino)methyl) trifluoroborate (2.2 mmol, 1.1 eq.) and K2C03 (6 mmol, 3.0 equiv.) was added 6 mL degassed toluene and 1.5 mL degassed water. The reaction was then heated to 75 C for 18 hours. Upon completion, the reaction was diluted with ethyl acetate and washed with water and brine. The organic layer was then collected and dried over Na2S04 followed by filtration and concentration via rotary-evaporation. The crude material was then purified using silica gel column chromatography (2:1 Ethyl Acetate: Hexanes to 10:1 Ethyl Acetate: Hexanes) to yield the Boc- protected amino-product as a white solid (50-60% yield)

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, Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; HERGENROTHER, Paul J.; GEDDES, Emily Jane; DROWN, Bryon Shane; MOTIKA, Stephen E.; PARKER, Erika Nicole; (141 pag.)WO2019/177975; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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. COA of Formula: C13H20N2O2

Tert-butyl (4-aminophenethyl)carbamate (2.33 g, 9.89 mmol, 1.0 eq) was dissolved in DCM (100 mL) and mixed with HBTU (3.75 g, 9.89 mmol, 1.0 eq) and cooled to 0C using an ice bath. Azidoacetic acid (1.0 g, 9.89 mmol, 1.0 eq) was added to the stirring mixture followed by NMM (2.18 mL, 19.79 mmol, 2.0 eq). The mixture was stirred 1 hour at 0C and 23 hours at room temperature. The mixture was then diluted with 0.5 M NaHC03 (100 mL) and the organic phase was separated. The aqueous phase was then extracted two times with 50 mL DCM, the combined organic phases dried over MgS04, filtered and concentrated in vacuo. The crude material was further purified using column chromatography on Si02 with 50-100% EtOAc in heptane as eluent. This gave a pale yellow solid.

The synthetic route of 94838-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; SAMUELSEN, Ørjan; SCHNAARS, Christian; KILDAHL-ANDERSEN, Geir; (234 pag.)WO2018/33719; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics