Author: Jessica.F

Application of 123664-84-6, 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 123664-84-6 as follows.

(1) In 100 ml of anhydrous methylene chloride were dissolved 10 g of 3-methylsulfonylamino-4-phenoxyanisole and 2.81 g of acetyl chloride. Thereto was added 9.1 g of aluminum chloride in 5 minutes with ice-cooling. The mixture was stirred for 1 hour at 20-25 C. The reaction mixture was introduced into 100 ml of ice water. The resulting organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was recrystallized from isopropyl alcohol to obtain 9.83 g (yield: 86%) of methyl 4-methylsulfonylamino-2-methoxy-5-phenoxyphenyl ketone having a melting point of 108.5-110 C. IR (KBr) cm-1: 3300, 1640, 1600, 1490, 1330, 1210, 1155

According to the analysis of related databases, 123664-84-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Toyama Chemical Company, Ltd.; US4954518; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 6292-59-7,Some common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, molecular formula is C10H15NO2S, 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: 2.2 General procedure: 4-methyl-N-phenylbenzenesulfonamide (3a) A 25 mL oven-dried reaction vessel was charged with Pd(TFA)2 (2.3 mg, 0.01 mmol), 1,10-phenanthroline (3.6 mg, 0.02 mmol), p-toluene sulfonamide (1a, 34.2 mg, 0.2 mmol), cyclohexanone (2a, 32 muL, 0.3 mmol). The reaction vessel was flushed with oxygen three times and then sealed. Toluene (0.7 mL) was added by syringe and the resulting solution was stirred at 140 ¡ãC for 40 h. After cooling to room temperature, the volatiles were removed under vacuum and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 4:1) to give the corresponding product 3a (39.9 mg) as white solid in 81percent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(tert-Butyl)benzenesulfonamide, its application will become more common.

Reference:
Article; Cao, Xiangxiang; Bai, Yang; Xie, Yanjun; Deng, Guo-Jun; Journal of Molecular Catalysis A: Chemical; vol. 383-384; (2014); p. 94 – 100;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 17641-08-6, 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 17641-08-6 as follows.

General procedure: A mixture of the key intermediate 13 (1.0 mmol), diverse 2-chloro-N-sbustituted acetamidederivatives 15 (1.0 mmol) and potassium carbonate (K2CO3) (0.15 g, 1.1 mmol) in 5.0 mL ofanhydrous ethanol was stirred and refluxed for 2.0-2.5 h. After the reaction was complete accordingto the TLC detection, the precipitate was filtered off and solvent was removed under reducedpressure and the residue was purified by column chromatography to give the target compounds inyields of 57-78%.

According to the analysis of related databases, 17641-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Pei-Liang; Chen, Peng; Li, Qiu; Hu, Meng-Jin; Diao, Peng-Cheng; Pan, En-Shan; You, Wen-Wei; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3679 – 3683;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 120157-96-2, 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. 120157-96-2, name is Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a cold suspension of LiAlH4 (60 mg, 1.5 mmol) in ether (5 mL) at -78 C. was added dropwise a solution of methyl 4-(N-t-Boc-aminomethyl)benzoate (0.8 g, 3 mmol) in ether (5 mL) and the contents were allowed to warm-up to ambient temp. After 3 h, further amount of LiAlH4 (100 mg) was added and the reaction was continued at room temp for further 10 min. Excess LiAlH4 was destroyed with EtOAc followed by saturated ammonium chloride (1.0 mL), The solid precipitated was filtered and washed with ether. The filtrate was evaporated to give 4-(N-t-Boc-aminomethyl)benzyl alcohol (250 mg, 35%).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eli Lilly and Company; Wayne State University; University of Hawaii; US6680311; (2004); B1;,
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 185693-02-1 as follows. Safety of tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

To R20 (6.0 g, 28.26 mmol) in dichioromethane (200 mL) are added R21 (3.16 mL, 31.09 mmol) and acetic acid (1.62 mL, 28.26 mmol) and stirred for 1 h at r.t.. Sodiumtriacetoxyborohydride (9.46 g, 42.40 mmol) is added and stirred overnight at r.t.. The reaction mixture is diluted with dichloromethane and saturated sodium hydrogencarbonate solution. The organic layer is dried and concentrated in vacuo.Yield 100% m/z 303 [M+H]+, rt 1.34 mi LC-MS Method VOll SOl.

According to the analysis of related databases, 185693-02-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; BIXENMANN, Achim; GRUNDL, Marc; HAEBEL, Peter Wilhelm; PAUTSCH, Alexander; (80 pag.)WO2016/16242; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 111300-06-2,Some common heterocyclic compound, 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, molecular formula is C11H21NO3, 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.

A solution of frans-N-{4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]-cyclohexyl}- formamide in anhydrous THF at 0C may be treated with borane-THF complex in THF (1 M, excess). The reaction may be allowed to come to room temperature and may be monitored by LCMS until the reaction is complete. The reaction may be quenched with MeOH and the solvents may be removed under reduced pressure. The crude product may be purified by flash chromatography using with 1 – 5 % (2N N H3 in MeOH) in DCM to give frans-{4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]- cyclohexyl}-methyl-amine. The neutral amine may be treated with 2N HCI in diethyl ether and DCM.The volatiles may be removed under reduced pressure and the salt may be triturated with diethyl ether and filtered to provide the title compound. LCMS: m/z 439 [M + 1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, its application will become more common.

Reference:
Patent; TRANSTECH PHARMA, INC.; GOHIMUKKULA, Devi, Reddy; JONES, David; QABAJA, Ghassan; ZHU, Jeff, Jiqun; COOPER, Jeremy, T.; BANNER, William, Kenneth; SUNDERMANN, Kurt; BONDLELA, Muralidhar; RAO, Mohan; WANG, Pingzhen; GOWDA, Raju, Bore; ANDREWS, Robert, C.; GUPTA, Suparna; HARI, Anitha; WO2011/103091; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 21440-97-1, name is 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, 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 21440-97-1, Formula: C10H10BrNO2

6-bromo-4,4-dimethyl-lH-3,l-benzoxazin-2-one (250 mg, 0.976 mmol) was dissolved in dimethylformamide (5 mL) and potassium carbonate (0.204 g, 1.46 mmol) was added. The suspension was stirred for 10 min and then iodoethane (0.158 mL, 1.95 mmol) was added. The reaction mixture was heated to 60C and stirred for 4 h. The reaction mixture was poured into ice/water and then extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine (2×20 mL). dried and concentrated. The crude oil was purified by flash chromatography to give the desired compound (0.275 g, 99%) as a colorless oil. LCMS: 0.98 min; ES+ 284/286 (M+H+); XH NMR (CHLOROFORM-d, 400MHz): delta (ppm) 7.43 (d,lH), 7.28 (s, 1H), 6.86 (d, 1H), 3.98 (q, 2H), 1.67 (s, 6H), 1.32 (t, 3H)

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, 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SYNGENTA PARTICIPATIONS AG; CUTLER, Sean, R.; LACHIA, Mathilde, Denise; WENDEBORN, Sebastian, Volker; GODFREY, Christopher, Richard Ayles; SABBADIN, Davide; (82 pag.)WO2018/17490; (2018); 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 864448-41-9 as follows. Formula: C11H20N2O3

To a mixture of 3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester (171 mg, 0.75mmol) and DIPEA(0.45 mL, 2.5 mmol) in CH2C12 (10 mL) was added (R)-6- bromomethyl-4-(2-chloro-4-fluoro-phenyl)-2-thiazol-2-yl-l,4-dihydro-pyrimidine-5-carboxylic acid methyl ester(222 mg, 0.5 mmol). The mixture was stirred at room temperature for 16 hours The mixture was concentrated in vacuo. The residue was purified by flash column chromatography to afford 9-[(R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-thiazol-2- yl-3,6-dihydro-pyrimidin-4-ylmethyl]-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester as yellow oil (0.28 g, 94%). MS: calc’d (MH+) 592, measured (MH+) 592.

According to the analysis of related databases, 864448-41-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GUO, Lei; HU, Taishan; HU, Yimin; KOCER, Buelent; KOU, Buyu; LI, Gangqin; LIN, Xianfeng; LIU, Haixia; SHEN, Hong; SHI, Houguang; WU, Guolong; ZHANG, Zhisen; ZHOU, Mingwei; ZHU, Wei; WO2014/184328; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, 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 83948-53-2

An aqueous solution (5 mL) of NaN3 (1.4 g; 21.5 mmol) and 2-3 drops of Aliquat 336 are added to a stirred solution of 3-BOC-amino-propyl bromide (5 g; 21.5 mmol) in toluene (10 mL); the mixture is heated at the reflux temperature for 4 hrs. After cooling at r. t., the organic phase is separated, dried over Na2SO4, and evaporated to dryness in vacuum to give 3-BOC-amino-propyl azide (3.75 g; 18.3 mmol) as a transparent oil (yield 85%).

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dompe farmaceutici s.p.a.; ALLEGRETTI, Marcello; BERTINI, Riccardo; BERDINI, Valerio; BIZZARRI, Cinzia; CESTA, Maria, Candida; DI CIOCCIO, Vito; CASELLI, Gianfranco; COLOTTA, Francesco; GANDOLFI, Carmelo; (32 pag.)EP1366018; (2016); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 89979-12-4, 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. 89979-12-4, name is 5-Chloro-2-(methylsulfonamido)benzoic acid belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 63Starting material intermediate 60 (200 mg) was dissolved in 10 ml of dioxane, to the solution was added concentrated HC1 (1 ml). The reaction was completed in 30mins, solvent was evaporated and the residue was used in the next step. 2- methanesulfonamido-5-chlorobenzoic acid (20 mg, 0.08 mmol), HATU (38 mg, 0.1 mmol) were dissolved in anhydrous DMF (2 ml). After activation for 1 hour, to the above solution was added previous step crude product (20 mg, 0.05 mmol) and triethylamine (40 mu). The reaction was stirred under nitrogen for lh. Solvents were removed by rotary evaporation. The residue was purified with preparatory HPLC to provide compound 63. (Yield 9 mg, 26 %).1H-NMR (CD3OD, 400 MHz): delta 8.78 (s, 1H), 7.65 (d, J= 7.2 Hz, 1H), 7.25 (d, J= 7.2 Hz, 1H), 7.18 (s, 1H), 6.68 (s, 1H), 6.1 1 (s, 1H), 4.46 (s, 2H), 3.83 (s, 5H), 3.81 (s, 3H), 3.04-2.94 (m, 3H), 2.91-2.80 (m, 3H), 2.57-2.48 (m, 3H), 2.22-2.16 (m, 2H), 1.76-1.74 (m, 2H), 1.51 (s, 2H). LCMS m/z [M+H]+ C26H31C1N604S requires: 559.18. Found 559.24HPLC Tr (min), purity %: 2.74, 98%

The synthetic route of 5-Chloro-2-(methylsulfonamido)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; BOOJAMRA, Constantine, G.; EISENBERG, Eugene, J.; HUI, Hon Chung; MACKMAN, Richard, L.; PARRISH, Jay, P.; SANGI, Michael; SAUNDERS, Oliver, L.; SIEGEL, Dustin; SPERANDIO, David; YANG, Hai; WO2011/163518; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics