Category: 198989-07-0

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. 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

7-CHLORO-2-FURAN-2-YL- [1, 2, 4] triazolo[1, 5-c] PYRIMIDIN-5-YLAMINE (0. 5 mmol ; see US patent 6, 222, 035 B1) was dissolved in 4 mL of DMSO along 2 mmol of 2, 5-diaza- bicyclo [2. 2. 1] heptane-2-carboxylic acid tert-butyl ester (Aldrich-Sigma, St. Louis, MO) and 0. 6 mmol of CsF. The reaction mixture was stirred at 120C for 18 hours. It was then diluted with EtOAc, washed with water and brine, dried with NA2S04, and concentrated. The resulting residue was dissolved in 4 mL of 25% TFA in CHUCK and allowed to stand at room temperature for 18 hours. It was then concentrated to afford the TFA salt OF 7- (2, 5-diaza-bicyclo [2. 2. 1] hept-2-yl)-2-furan-2-yl- [1, 2, 4] triazolo [1, 5- C] PYRIMIDIN-5-YLAMINE. This material was dissolved in 3 mL of CH2C12 along with 0. 6 mmol of 2, 6-difluorobenzaldehyde and 1 mmol of sodium triacetoxyborohydride. The resulting reaction mixture was concentrated and purified by preparative HPLC to afford the title COMPOUND. 1H NMR (400 Hz, DMSO-d6) 8 7. 80 (d, J= 1. 0 Hz, 1H), 7. 00 (d, J = 3. 6 Hz, 1H), 7. 2-7. 4 (m, 3 H), 6. 60 (dd, J= 3. 6, 1. 0 Hz, 1H), 5. 7 (s, 1 H), 4. 80 (brs, 2H), 2. 4-3. 6 (m, 8H). MS m/z : 424 [M + H] +.

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; BIOGEN IDEC MA INC.; WO2004/92173; (2004); A2;,
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. 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 198989-07-0

tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (5 g, 25.214 mmol) and pyridine-4-carbaldehyde (2.97 g, 27.74 mmol) were introduced into dichloromethane (650 ml), mixed with sodium triacetoxyboron hydride (10.6 g, 50.43 mmol) and glacial acetic acid (0.14 ml, 2.521 mmol) and the reaction mixture was stirred at room temperature for 15 h. The mixture was then hydrolysed with saturated sodium hydrogen carbonate solution, the phases were separated and the aqueous phase was extracted twice with diethyl ether. The combined organic phases were washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated under vacuum. The crude product was purified by column chromatography (silica gel; dichloromethane/methanol). Yield: 5.8 g, 79%

The synthetic route of 198989-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2010/222324; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 198989-07-0, These common heterocyclic compound, 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, 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.

Example 825-[2-(2-Chloro-phenyl)-l-methyl-ethyl]-2,5-diaza-bicyclo[2.2.1]heptane-2- carboxylic acid (4-trifluoromethyl-phenyl)-amide (METHOD A)(i) l-Isocyanato-4-trifluoromethyl-benzene (990mg, 5.29mmol) was added to a stirred solution of 2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (Ig, 5.04mmol) in dichloromethane (DCM) (20ml) and stirred overnight at room temperature. Trifluoroacetic acid (4ml) was added and stirred for 2h. The solution was made basic with 2N sodium hydroxide solution, separated, extracted with DCM and the combined organic extracts dried and evaporated. The residue was loaded onto a flash silica column, eluted with ethyl acetate to remove impurities followed by methanol/DCM (1:9) to elute the product. Evaporation gave 2,5-Diaza- bicyclo[2.2. lJheptane-2-carboxylic acid (4-trifluoromethyl-phenyl)-amide (905mg) as a brown solid.

Statistics shows that tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate is playing an increasingly important role. we look forward to future research findings about 198989-07-0.

Reference:
Patent; VERNALIS (R & D) LIMITED; WO2007/7069; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 198989-07-0, The chemical industry reduces the impact on the environment during synthesis 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, I believe this compound will play a more active role in future production and life.

a) iert-Butyl 5-(3-bromoimidazo[1 ,2-b]pyridazin-6-yI)-2,5diazabicyclo[2.2.1]heptane-2- carboxylate3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine (586 mg, 2.53 mmol) was dissolved in NMP (5 mL) and 2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid 1 ,1-dimethylethyl ester (1.0 g, 5.05 mmol) was added followed by DIPEA (1.04 mL, 6.31 mmol). The reaction mixture was heated to 30C for 4 h. The solution was cooled down and diluted with DCM, then washed twice with water and twice with brine. The solution was dried over magnesium sulphate and solvents evaporated. Purification by column chromatography on silica gel (10- 00% EtOAc/petroleum ether) gave a brown oil. This was dissolved in ethyl acetate, washed four more times with brine, dried over magnesium sulphate and the solvents evaporated to give a brown solid (486 mg, 49%); H NMR (400 MHz, CDCI3) delta ppm 7.67 (d, J=9.6 Hz, 1 H), 7.67 (d, J=9.6 Hz, 1 H), 7.52 (s, 1 H), 6.54 (d, J=9.6 Hz, 1 H), 4.49-4.84 (m, 2H), 3.43-3.67 (m, 4H), 1.94-2.07 (m, 2H), 1.48 (s, 9H); m/z (ES+APCIf: 394/396 [M+H]+.

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 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, 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 198989-07-0, COA of Formula: C10H18N2O2

[00170] Methanesulfonic anhydride (Ms2O) (662 mg, 3.81 mmol) was slowly added to a solution of 5-formyl-1-(2-hydroxyethyl)-4-methyl-1H-indole-2-carbonitrile (290 mg, 1.27 mmol) and DIPEA (1.1 mL) in THF (6.3 mL). After stirring for 10 minutes, the mixture was diluted with saturated bicarbonate solution and stirred for 20 minutes, and the product was filtered off and thoroughly dried.1H NMR (600 MHz, CD3CN): 10.39 (s, 1H), 7.88 (d, 1H, J=8.4Hz), 7.59 (s, 1H), 7,49 (d, 1H, J=8.4Hz), 4.66 (m, 2H), 4.53 (m, 2H), 2.86 (m, 6H). The mesylated derivative (130 mg, 0.42 mmol) was dissolved in DMF (2 mL) and tert-butyl 2,5- diazabicyclo[2.2.1]heptane-2-carboxylate (166 mg, 0.84 mmol) and potassium carbonate (86 mg, 0.63 mmol) were added. The mixture was heated at 85 C for 1 h, cooled down, diluted with water, and extracted with DCM. The crude fied on silica gel column to produce tert-butyl 5-(2-(2-cyano-5-formyl-4-methyl-1H-indol-1-yl)ethyl)-2,5-diazabicyclo[2.2.1]heptane- 2-carboxylate (10 mg). HR MS (ESI): C23H28N4O3 + H+ calculated 409.2234; found 409.2232.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; KURA ONCOLOGY, INC.; WU, Tao; LI, Liansheng; WANG, Yi; REN, Pingda; LIU, Yi; SNYDER, Ryan Kent; (342 pag.)WO2018/106818; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 198989-07-0, A common heterocyclic compound, 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, molecular formula is C10H18N2O2, 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.

Step 2.4: To a solution of 1?-(5-(4-acetamidopyridin-2-yl)pyrimidin-2-yl)spiro[cyclopropane-1 ,3?-indoline]- 6?-carboxylic acid (0.25 g, 0.62 mmol, 1 eq) in DMF (5 mL), the TBTU (0.24 g, 0.747 mmol, 1.2 eq), NMM (0.126 g, 1.25 mmoL, 2 eq) and 2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.123 g, 0.623 mmol, 1 eq) were added at RT. RM was then stirred at RT for 16 h. After completion of reaction,reaction mixture was quenched with ice water (40 mL) and a solid was precipitated out. The solid was filtered off and re-dissolved in EtOAc (50 mL). The EtOAc solution of the desired compound was washed with water (2 x 40 mL), brine (40 mL), dried over Na2SO4, filtered and evaporated under reduced pressure to get the crude product. The crude product was triturated with Et20-hexane (3 x) to afford tert-butyl 5-(1 (5-(4-acetamidopyridin-2-yl)pyrimidin-2-yl)spiro[cyclopropane-1 ,3-indolinj-6?-ylcarbonyl)-2,5-diazabicycle-[2.2.1]heptane-2-carboxylate (0.35 g, 96.9%) as white solid.

The synthetic route of 198989-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; JAKOB, Florian; KONETZKI, Ingo; CRAAN, Tobias; HESSLINGER, Christian; DOODEMAN, Robin; (0 pag.)WO2016/8593; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics