Tag: M.W=200-300

Application of 53844-02-3, 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. 53844-02-3, name is Benzyl (2-bromoethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 1 (15.0mmol) in CH3CN (60mL) were added K2CO3 (3.10g, 22.5mmol) and N-Cbz-2-bromoethylamine (3.87g, 15.0mmol) under stirring. It was then kept at 80C, and monitored by TLC (Hexane/EtOAc=2/1, v/v). Next, K2CO3 was removed by filtration. The filtrate was concentrated to give a light brown oil. The oil was dissolved in ethyl acetate (150mL) and the solution was washed with water (2¡Á50mL). The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude product. The residue was concentrated and purified by silica gel column chromatography (Hexane/EtOAc=4/1, v/v) to give a white solid

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, Benzyl (2-bromoethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ao, Chunyan; Men, Jian; Wang, Yang; Shao, Tao; Huang, Yuanyuan; Huo, Junji; Gao, Guowei; Tetrahedron Asymmetry; vol. 27; 13; (2016); p. 589 – 595;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 224309-64-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 224309-64-2 name is tert-Butyl (4-hydroxycyclohexyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step B: Tert-butyl 4-oxocyclohexylcarbamate. To a solution of tert-buty 4-hydroxycyclohexylcarbamate ( 1 0.0 g, 46.5 mmol) in DCM ( 100 mL) was added Dess-Martin periodinane (39.4 g, 92.9 mmol) portionwise. The resulting solution was stirred at room temperature overnight, quenched with aq. Na2S203 solution and extracted with DCM (3 x 100 mL). The combined organic layers were washed with water (2 x 100 mL) and brine (100 mL), dried over anhydrous aiSC , and concentrated. The residue was purified by column chromatography on silica gel using petroleum ether / EtOAc (V:V, 10: 1 ) to afford desired product as a white solid.

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

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; CAI, Zhenwei; CUI, Dawei; ZHOU, Ding; WO2015/10297; (2015); 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. 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl (8-aminooctyl)carbamate

2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione (481.6 mg, 1.74 mmol, 1 eq) and tert-butyl (8-aminooctyl)carbamate (467.7 mg, 1.91 mmol, 1.1 eq) were dissolved in NMP (8.7 mL, 0.2M). DIPEA (606 uL, 3.48 mmol, 2 eq) was added and the mixture was heated to 90 C. After 15 hours, the mixture was diluted with EtOAc and washed with 10% citric acid (aq), saturated sodium bicarbonate, water and three times with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (ISCO, 12 g column, 0-5% MeOH/DCM, 25 minute gradient) afforded the desired product as a yellow oil (0.55 g, 1.099 mmol, 63%).

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; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; BRADNER, James; REMILLARD, David Ian; (212 pag.)WO2017/223452; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 132414-81-4, 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. 132414-81-4, name is 5-Boc-hexahydropyrrolo[3,4-b]pyrrole belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of compound 4a (100 mg, 0.47 mmol) and TEA (260 mg,2.56 mmol) in DCM (10 mL) was added compound 9 (97 mg, 0.52 mmol) stirred at r.t. for 3 hrs under N2 atmosphere. The mixture was diluted with water and extracted with EtOAc. The organic combined layers were washed with brine, dried over Na2SO4, filtered, concentrated and purified by Flash column to give compound 6 (150 mg,yield: 88%). MS (ESI): m/z 364.1 [M + H]+

The synthetic route of 5-Boc-hexahydropyrrolo[3,4-b]pyrrole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 205318-52-1, name is 3-(Aminomethyl)-1-N-Boc-aniline, 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. SDS of cas: 205318-52-1

A solution of EXAMPLE 7A (170 mg) in acetonitrile (4 mL) at 25 C. was treated with tert-butyl 3-(aminomethyl)phenylcarbamate (107 mg) and N,N-diisopropylethyl amine (450 muL), heated in a microwave reactor for 10 min at 50 C., and 20 min at 190 C., cooled, treated with tert-butyl (1S,4S)-(-)-2,5-diaza-bicyclo(2.2.1)heptane-2-carboxylate (116 mg), heated in a microwave reactor for 30 min at 100 C., cooled, treated with aqueous lithium hydroxide (2M, 1.2 mL), heated in a microwave reactor for 15 min at 100 C., cooled, stirred for 18 hours at 25 C., diluted with water, acidified to pH 3 with aqueous HCl, and filtered.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 205318-52-1, its application will become more common.

Reference:
Patent; Anderson, David; Beutel, Bruce; Bosse, Todd D.; Clark, Richard; Cooper, Curt; Dandliker, Peter; David, Caroline; Gu, Yu-Gui; Hansen, Todd Matthew; Hinman, Mira; Kalvin, Douglas; Larson, Daniel P.; Lynch, Linda; Ma, Zhenkun; Motter, Christopher; Palazzo, Fabio; Rosenberg, Teresa; Rehm, Tamara; Sanders, William; Tufano, Michael; Wagner, Rolf; Weitzberg, Moshe; Yong, Hong; Zhang, Tianyuan; US2003/232818; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1408282-26-7, 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 1408282-26-7 as follows.

Example 1 Preparation of 2-bromo-8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula IV) 8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula V) 100 gm was dissolved in dichloromethane (1000 ml). Pyridinium tribromide (200 gm) was added in the above solution and stirred at 0-5 C. until completion of reaction. Once reaction was complete saturated sodium carbonate solution (500 ml) was added and stirred for 2 hours. The solid was filtered and washed with water (200 ml). The wet cake was taken in acetonitrile (150 ml) and DIPE (150 ml) and stirred at RT for 1 hour. The obtained solid was filtered and washed with acetonitrile (50 ml). The material was dried at 50 C. to get 2-bromo-8-fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one (Formula IV) (110 gm).

According to the analysis of related databases, 1408282-26-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RK Pharma Solutions LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thirunavakarasu, Ananda Babu; Mande, Hemant; US2019/233428; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 6971-74-0, 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 6971-74-0 as follows.

General procedure: N-Benzoylsulfonamide 1a (27.5 mg, 0.1 mmol), [RhCl2Cp*]2 (1.2 mg, 0.002 mmol), and Cu(OAc)2¡¤H2O (40.0 mg, 0.20 mmol) were loaded in a dry vial, which was subjected to evacuation/flushing with dry argon three times. Anhydrous toluene (1.0 mL) solution of tert-butyl acrylate 2a (17.4 muL, 0.12 mmol) was syringed into the mixture, which was then stirred at 130 C for 24 h or until the starting material had been consumed as determined by TLC. Upon cooling to room temperature, all volatiles were evaporated and the residue was purified by preparative TLC (ethyl acetate/hexane 1:2) to give isoindolinone 3a in 88% yield

According to the analysis of related databases, 6971-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhu, Chen; Falck, John R.; Tetrahedron; vol. 68; 45; (2012); p. 9192 – 9199;,
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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

General procedure: A mixture of 1 (2.31 g, 0.01 mol) and the corresponding sulfadrugs (0.012 mol) in dry DMF (20 mL) was refluxed for 12 h. The solid obtained after concentration was filtered and crystallized from dioxane to give 2-14, respectively.

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Al-Dosari, Mohammed S.; Ghorab, Mostafa M.; Alsaid, Mansour S.; Nissan, Yassin M.; Ahmed, Abdulkareem B.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 373 – 383;,
Amide – Wikipedia,
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Related Products of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: The 1.0M solution of 4-amino-/aminomethyl-/aminoethyl-benzenesulfonamide (1 equiv) in acetone (100mL) was added dropwise into a vigorously stirred suspension of cyanuric chloride (1 equiv) in acetone (100mL) at 0C. The white reaction mixture was stirred at the same temperature for 30min. After that the 1.7M aqueous solution of NaOH (1 equiv) was added during a period of 20min. Stirring was continued for 1h, and the reaction was quenched by the addition of slush (100mL). After reaction was completed, the resulted solid was filtered off, washed and dried under high vacuum. The product was crystalized from acetone affording the compounds 1-3 as a white solid.

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:
Article; Miku?, Peter; Kraj?iova, Dominika; Mikulova, Maria; Horvath, Branislav; Pecher, Daniel; Garaj, Vladimir; Bua, Silvia; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 81; (2018); p. 241 – 252;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 106984-09-2, A common heterocyclic compound, 106984-09-2, name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate, molecular formula is C13H27NO6, 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.

This oil was dissolved in DCM and treated with p-toluenesulfonyl chloride (1.18 g, 6.21 mmol) and pyridine (0.84 mL, 10.4 mmol). After stirring at 40 C for 12 h, the mixture was diluted with DCM and washed with iN HC1 (2 x 10 mL), H20 (10 mL), and brine (10 mL), then dried over Na2SO4 and concentrated. Purification via flash column chromatography on silica gel gave 330 mg (36% yield over 2 steps) of the tosylate as a colorless oil.

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; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; SHEN, Weijun; SCHULTZ, Peter, G.; MUPPIDI, Avinash; CRAMERI, Andreas; AHMAD, Insha; YANG, Pengyu; WO2015/38938; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics