Month: August 2021

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. 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, A new synthetic method of this compound is introduced below., Product Details of 116861-31-5

A mixture of 3.8 g (12.88 mmol) ethyl 7-bromo-3-hydroxynaphthalen-2-carboxylate, 3.0 g (15.5 mmol) 1-(tert.-butoxycarbonylamino)-3-chloropropane (prepared according to Helv. Chim. Acta 76 (1993), 1644), 2.0 g (14.5 mmol) potassium carbonate, and a catalytic amount of potassium iodide in 20 ml dry DMF was stirred at 90 C. for 6 h. It was poured into water, extracted three times with ethyl acetate, and the combined organic layers were washed three times with water, dried over sodium sulfate, and concentrated in vacuo. The intermediate was purified by chromatography on silica gel with toluene/acetone 9:1 to give 5.8 g (100%) of a yellow oil, which solidified rapidly upon standing.

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; Takeuchi, Kumiko; Jirousek, Michael Robert; Paal, Michael; Ruhter, Gerd; Schotten, Theo; US2004/9976; (2004); 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. 1882-71-9, name is 2-Amino-5-methoxybenzamide, A new synthetic method of this compound is introduced below., Product Details of 1882-71-9

General procedure: A solution of anthranilamide (30 mmol) in 1 N HCl (120 mL) was stirred at 0 C for 20 min. Then, sodium nitrite (60 mmol) dissolved in deionized water (100 mL) was added dropwise to the above solution for 40 min. After another 2 h of stirring at 0 C, 30% NaOH solution was added slowly to adjust the pH to 8.0. The reaction mixture was allowed to stir vigorously for 15 min. The precipitated product was filtered off with suction, washed with deionized water (200 mL), and dried to afford compound 4 in yield of 82%.

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; Chen, Xiulei; Jia, Haowu; Li, Zhong; Xu, Xiaoyong; Chinese Chemical Letters; vol. 30; 6; (2019); p. 1207 – 1213;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 177906-48-8, 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. 177906-48-8 name is trans-N-Boc-1,4-cyclohexanediamine, 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.

Synthesis of compound 13.2. To a solution of compound 13.1 (6.43 g, 30.00 mmol, 1.00 equiv) in 80 mL of distilled THF was added LiAlH4 (5.7 g, 168.03 mmol, 5.00 equiv) portion-wise at 0C under nitrogen. After addition completion, the resulting mixture was stirred for 4 h at 80C in an oil bath. The reaction was then quenched with Na2SO4 10H2O and the solids were filtered out, washed with 100 mL of THF and the filtrate was concentrated under vacuum to give 3.5 g of trans- l-N-methylcyclohexane-l,4-diamine, compound 13.2 as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, trans-N-Boc-1,4-cyclohexanediamine, and friends who are interested can also refer to it.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; SHELLEY, Mee; MASSE, Craig E.; HARRIMAN, Geraldine C.; WO2015/164374; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 121492-06-6, 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. 121492-06-6 name is N-Boc-(2-Aminoethyl)-N-methylamine, 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.

To a solution of N-methyl-N-Boc-ethylenediamine (2.05 ml, 11.48 mmol) and NaCNBH3(685 mg, 10.9 mmol) in MeOH (20 mL) was added 2,4,6-trimethoxybenzaldehyde (2.14 g,10.9 mmol) as a solution in MeOH/DCM 1:1 v/v (40 ml) over 2 h. The mixture was stirred at room temperature for 1 h, acidified with 0.4 M HC1 (60 mL) and stirred further 30 mm. The reaction mixture was extracted 4 times with 150 mL ethyl acetate. The combined organic phase was washed with sat. NaHCO3 solution (200 mL) and brine (90 mL), dried overNa2SO4 and the solvents were evaporated under reduced pressure. The resulting N-methyl-NBoc-N?-Tmob-ethylenediamine 2a was dried in vacuo and used in the next reaction step without further purification.Yield: 4.02 g, 99%, colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Boc-(2-Aminoethyl)-N-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; ASCENDIS PHARMA A/S; BISEK, Nicola; WEISBROD, Samuel; BIGOTT, Kornelia; (116 pag.)WO2018/11266; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 2618-96-4, 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. 2618-96-4, name is Dibenzenesulfonimide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under N2, ynamide 1a (0.300 mmol, 108.7 mg) and diphenylsulfonimide (2a; 0.600 mmol, 178.4 mg, 2.00 equiv) were dissolved in CH2Cl2 (4.00 mL). The reaction mixture was allowed to stir at r.t. After the consumption of 1a (4.5 h, TLC, eluent: PE-EtOAc, 4:1), the mixture was concentrated, and the residue was purified by flash chromatography on silica gel (eluent: PE-EtOAc, 6:1 ? 4:1) to afford 3a.

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, Dibenzenesulfonimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yu, Lian; Deng, Yuan; Cao, Jian; Synthesis; vol. 47; 6; (2015); p. 783 – 788;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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.

To a solution of [2-(4-amino-phenyl)-ethyl]-carbamicacid te/t-butyl ester (2.32 g,9.82 mmol) in N,N-dimethylformamide (DMF) (50 ml) 18-crown-6 (50 mg) was added. At 00C potassium te/t-butylate (1.10 g, 9.82 mmol) was added and the mixture stirred for 30 min. After the addition of allylbromide (1.19 g, 9.82 mmol) the mixture was stirred at room temperature for 16 h. After concentration in vacuo the residue was partitioned between ethyl acetate and saturated aqueous Na-HCO3. The organic layer was washed with water, dried over MgSO4, filtered and the solvent evaporated under reduced pressure to give the product as a red oil (2.50 g, 92%).

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; ABBOTT GMBH & CO. KG; WO2006/40179; (2006); 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. 869494-16-6, name is tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H18N2O2

To a solution of 4,5-dibromo-2,3-dihydropyridazin-3-one (461.0 mg, 1.82 mmol, 1.2 equiv.) in DMA(10 mL, 107.55 mmol) were added tert-butyl 3,6-diazabicyclo[3.1.1]heptane-6- carboxylate(300 mg, 1.51 mmol, 1 equiv.) and DIEA(391.1 mg, 3.03 mmol, 2 equiv.) at ambient temperature. The resulted mixture was stirred for 16 h at 100 degrees C. The reaction mixture was diluted with water(200 mL) and extracted with ethyl acetate(3*200 mL).The combined organic layers were washed with brine (200 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by reverse phase flash with the following conditions(Column: spherical C18, 20-40 um,330g; Mobile Phase A: Water(5mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 80 mL/min; Gradient: 10% B to 60% B in 55 min; 254 nm) to afford tert-butyl 3-(5-bromo-6-oxo-1,6- dihydropyridazin-4-yl)-3,6-diazabicyclo[3.1.1]heptane-6-carboxylate(230mg,40.95%) as a light yellow 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:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 122334-37-6, 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 122334-37-6 as follows.

In a dry round bottom flask is added in excess of the cutting and 1000 ml tetrahydrofuran, then dropwise 1 – bromo ethyl cyclopropane (1 muM), the resulting mixture at room temperature under stirring for 3 hours, the reaction is filtered, to remove the magnesium chips, formula (II) compound of tetrahydrofuran solution (1 mol/L). The reaction is as followsThe embodiment 1 to obtain the compounds of formula (I) compound structure (0.10 muM), tetrahydrofuran (250 ml) are added to a reaction in the bottle, in the -20 C dropping embodiment 2 of formula (II) to obtain a compound of tetrahydrofuran solution 100 ml, then completing, at this temperature to continue the reaction […] 3 hr, the reaction after the reaction is dropped to 250 ml with cold water, then completing, filtering to remove the solid, the collection of organic phase, drying and reducing pressure concentration and crystallization, shall be 1 – (4 – chlorophenyl) -2 – cyclopropyl -1 – acetone product 18.4 g, in formula (I) compounds of structure the idea receives rate is 88.2%, HPLC purity through detection of 99.3%.

According to the analysis of related databases, 122334-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Weifang Runfeng Chemical Co., Ltd.; Sun Guoqing; Hou Yongsheng; Song Jian; (7 pag.)CN108610246; (2018); A;,
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. 1565-17-9, name is 4-Acetylbenzenesulfonamide, A new synthetic method of this compound is introduced below., SDS of cas: 1565-17-9

General procedure: A mixture of the appropriate arylsulfonyl chloride (11.2 mmol), the corresponding arylsulfonamide (12.3 mmol), DMAP (0.274 g, 2.24 mmol), and Et3N (1.95 mL, 14.0 mmol) in toluene (0.5 M) was kept at 70 C for 12 h (monitored by TLC). The reaction was quenched with aq 2 M HCl (30 mL) to pH 1. The mixture was extracted with EtOAc (3 × 20 mL) and the combined organic layers were dried (anhydrous MgSO4). The solvent was evaporated, and the crude product mixture was purified by recrystallization using hot CHCl3/hexane to afford the desired product.

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; Jeong, Yuri; Ban, Jaeyoung; Lim, Minkyung; Rhee, Hakjune; Synthesis; vol. 50; 9; (2018); p. 1867 – 1874;,
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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H20N2O2

General procedure: A 30 mL microwave tube was charged with 3-chloro-7-iodo-5-{[2-(trimethylsilyl)ethoxy]methyl}-5H-pyrrolo[2,3-b]pyrazine (2.90 g, 7.08 mmol), tert-butyl N-(endo-8-azabicyclo[3.2.1]octan-3-yl)carbamate (3.20 g, 14.2 mmol) and NMP (6.0 mL). The vessel was de-gassed and back-filled with N2 (3x). Di-isopropylethylamine (2.47 mL, 14.2 mmol) was added and the tube was capped, sealed and heated to 150C for 3 days in a sand bath. After cooling, the reaction was diluted with EtOAc, then washed with brine/sat. aq. NH4CI (3x). The organic phase was dried (MgSO4) and evaporated. The residue waspurified by column chromatography on silica gel (gradient elution, 5-35% EtOAc/petrol) to give the title compound (2.59 g). MS: [M+H] = 600.2.

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 201162-53-0.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; TAIHO PHARMACEUTICAL CO., LTD.; JOHNSON, Christopher Norbert; BUCK, Ildiko Maria; CHESSARI, Gianni; DAY, James Edward Harvey; FUJIWARA, Hideto; HAMLETT, Christopher Charles Frederick; HISCOCK, Steven Douglas; HOLVEY, Rhian Sara; HOWARD, Steven; LIEBESCHUETZ, John Walter; PALMER, Nicholas John; ST DENIS, Jeffrey David; TWIGG, David Geoffrey; WOODHEAD, Andrew James; (377 pag.)WO2019/167000; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics