201162-53-0 Archives - Amides-buliding-blocks

9/22/2021 News New learning discoveries about 201162-53-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Boc-3,8-Diazabicyclo[3.2.1]octane, its application will become more common.

Electric Literature of 201162-53-0,Some common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, molecular formula is C11H20N2O2, 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 /er/-butyl 3,8-diazabicyclo[3.2. l]octane-3-carboxylate (1.0 equiv) and DIEA (2.0 equiv) in dry DCM at 0C was added BrCN (1.5 equiv). The mixture was stirred at 0C for lh and then at rt overnight. The reaction mixture was washed with water and brine to afford /c/7-butyl 8-cyano-3,8-diazabicyclo[3.2.l]octane-3-carboxylate which was used without further purification.

Reference:
Patent; ESCALIER BIOSCIENCES B.V.; MOHAN, Raju; NUSS, John; HARRIS, Jason; YUAN, Shendong; (144 pag.)WO2019/177996; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6-Sep-21 News Some scientific research about 201162-53-0

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.

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., Safety of 3-Boc-3,8-Diazabicyclo[3.2.1]octane

tert-butyl 3,8- diazabicyclo[3.2.ljoctane-3-carboxylate (500 mg, 2.36 mmol) was dissolved in methanol (9 ml) for the addition of hydrochloric acid (4 M in dioxane, 2.95 mL, 11.8 mmol). The reaction mixture was stirred 16 h, then concentrated in vacuo and dried under high vacuum to afford the title compound (0.44 g, 2.38 mmol) in quantitative yield. LCMS MZ (M+H) 113.

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; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F. Anthony; TANG, Yong; TAYLOR, Alexander, M.; (271 pag.)WO2016/138114; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

9/2/21 News Brief introduction of 201162-53-0

The synthetic route of 3-Boc-3,8-Diazabicyclo[3.2.1]octane has been constantly updated, and we look forward to future research findings.

Reference of 201162-53-0, 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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 250-mL round-bottom flask, was placed a solution of 2-bromo-4-fluoropyridine (7.8 g, 44.32 mmol, 1.05 equiv), tert-butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylate (9 g, 42.4 mmol, 1.00 equiv), DIEA (25 g, 193 mmol, 4.00 equiv) in NMP (120 mL). The resulting solution was stirred for 3 hours at 150 C. The reaction mixture was cooled. The reaction was then quenched by the addition of water (200 mL). The resulting solution was extracted with ethyl acetate (50 mL*3), and the organic layers were combined. The resulting mixture was washed with water (50 mL*1) and brine (50 mL*1). The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:2). This resulted in 11.7 g (75%) of tert-butyl 8-(2-bromopyridin-4-yl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate as a yellow solid.

The synthetic route of 3-Boc-3,8-Diazabicyclo[3.2.1]octane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The origin of a common compound about 3-Boc-3,8-Diazabicyclo[3.2.1]octane

3,8-diazabicyclo [3.2.1] octane-3-carboxylic acid tert-butyl ester (320 mg, 1.5 mmol)And bromoethane (817 mg, 7.5 mmol)Was dissolved in acetonitrile (50 mL), potassium carbonate (1.03 mg, 7.5 mmol) was added and reacted at 40 C for 16 hours.The organic phase was combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound which was extracted with ethyl acetate (50 mL) The title compound was obtained as a color oil (350 mg, yield 97%).

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu, Yongqian; (45 pag.)CN104910137; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Introduction of a new synthetic route about C11H20N2O2

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.

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

New learning discoveries about 3-Boc-3,8-Diazabicyclo[3.2.1]octane

Synthetic Route of 201162-53-0,Some common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, molecular formula is C11H20N2O2, 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 important role of 201162-53-0

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.

(1) Preparation of tert-butyl 8-ethyl-3,8-diazabicyclo[3.2.1]octan-3-carboxylate Tert-butyl 3,8-diazabicyclo[3.2.1]octan-3-carboxylate (212 mg, 1 mmol) was dissolved in acetonitrile (20 mL), and ethyl bromide (129.6 mg, 1.2 mmol) and potassium carbonate (414 mg, 3 mmol) were added under stirring. The mixture was stirred overnight at 40 C. After the raw material disappeared as detected by TLC, the mixture was filtrated under suction. The filtrate was distilled under reduced pressure to get the title compound (200 mg, yield: 83.3%).

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; Xuanzhu Pharma Co., Ltd.; WU, Frank; CHEN, Bo; (105 pag.)EP3091008; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Simple exploration of 201162-53-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Boc-3,8-Diazabicyclo[3.2.1]octane, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, 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 201162-53-0, Recommanded Product: 201162-53-0

Tertbutyl 3,8-diazabicyclo[3 .2.ljoctane-3-carboxylate (250 mg, 1.18 mmol), 5-bromopicolinic acid (0.309g, 1.53 mmol), sodium 2-methylpropan-2-olate (0.283 g, 2.94 mmol), methanesulfonato(2-dicyclohexylphosphino-2?,6?-di-i-propoxy- 1,1 ?-biphenyl)(2-amino- 1,1biphenyl-2-yl)palladium(II) (0.04 9 g, 0.05 9 mmol) and 1 ,4-dioxane (4 mL) were charged in a vial. The headspace was flushed with nitrogen and the reaction mixture was degassed using 4 cycles of vacuum and nitrogen refilling. The reaction was heated at 110 C for 36 h then cooled to room temperature. Silica gel was added and the solvent was removed under vacuum. The desired product was purified by silica gel chromatography (eluting with hexane/ ethyl acetatemethanol). LCMS M/Z (M+H) 334.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Boc-3,8-Diazabicyclo[3.2.1]octane, and friends who are interested can also refer to it.

The important role of 201162-53-0

Statistics shows that 3-Boc-3,8-Diazabicyclo[3.2.1]octane is playing an increasingly important role. we look forward to future research findings about 201162-53-0.

Reference of 201162-53-0, These common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, 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.

A solution of tert-butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylate (1 g, 4.71 mmol, 1.00 equiv), potassium carbonate (1.3 g, 9.41 mmol, 2.00 equiv), 5-chloropyridin-2-carbonitrile (651 mg, 4.67 mmol, 1.00 equiv) in DMF (10 mL) was stirred for 2 h at 80 C. in an oil bath. The solids were filtered out. The resulting solution was extracted with 3*20 mL of ether and the organic layers combined. After concentration, the residue was applied onto a silica gel column eluting with EtOAc/petroleum ether (1:2) to afford 1 g (68%) of the title compound as a solid. LCMS (ESI, m/z): 315.17 [M+H]+

Statistics shows that 3-Boc-3,8-Diazabicyclo[3.2.1]octane is playing an increasingly important role. we look forward to future research findings about 201162-53-0.

Reference:
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some tips on 201162-53-0

The synthetic route of 201162-53-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 201162-53-0, These common heterocyclic compound, 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, 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.

Aldehyde Intermediate 2 (1.0 equiv) and /er/-butyl 3,8-diazabicyclo[3.2. l]octane-3- carboxylate (1.2 equiv) were combined into l,2-DCE (5 mL). To the mixture was added acetic acid (0.5 equiv). The mixture was stirred at rt for 3h. Solid NaBH(OAc)3(3.0 equiv) was then added into the reaction. The resulting mixture was stirred at rt overnight. The reaction was quenched with MeOH (10 mL) and washed with saturated NaHC03, water, and brine. The crude mixture was purified on a silica gel column to afford /er/-butyl 8-((2-ethyl-4′-(l,l,l,3,3,3-hexafluoro-2- hydroxypropan-2-yl)-[l,r-biphenyl]-4-yl)methyl)-3,8-diazabicyclo[3.2. l]octane-3-carboxylate (yield 55%) as a white solid.

The synthetic route of 201162-53-0 has been constantly updated, and we look forward to future research findings.