Category: 17247-58-4

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, belongs to bromides-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 17247-58-4, SDS of cas: 17247-58-4

Potassium ie tert-butoxide 1N in tetrahydrofuran (5.75 mL, 5.75 mmol) was added to a suspension of 5-bromo-2(1 H)-pyridone (1.00 g, 5.75 mmol) in dimethoxyethane (10 mL). After 30 minutes stirring at room temperature, potassium carbonate (0.56 g, 4.02 mmol) and (bromomethyl)cyclobutane (1 .29 mL, 1 1 .49 mmol) were added and the reaction mixture was refluxed for 24 hours. The resultant precipitate was filtered and rinced with ethyl acetate (20 mL). The filtrate was successively washed with water (20 mL) and brine (20 mL), then dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (dichloromethane/ethyl acetate: 100/0 to 80/20) to provide 5-bromo-1 – (cyclobutylmethyl)-1 ,2-dihydropyridin-2-one (30a) ( 1 .10 g, 4.54 mmol, 79%). 1H NMR (400 MHz, CDCl3) delta 1.72-1.85 (m, 2H), 1 .85-1.97 (m, 2H), 2.01 -2.12 (m, 2H), 2.77 (septuplet, J = 7.5 Hz, 1 H), 3.92 (d, J = 7.5 Hz, 2H), 6.47 (d, J = 9.5 Hz, 1 H), 7.31 (dd, J = 2.7 Hz, J = 9.5 Hz, 1 H), 7.34 (d, J = 2.7 Hz, 1 H). MS m/z ([M+H]+) 242/244.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclobutane, and friends who are interested can also refer to it.

Reference:
Patent; LABORATOIRE BIODIM; BENAROUS, Richard; CHEVREUIL, Francis; LEDOUSSAL, Benoit; CHASSET, Sophie; LE STRAT, Frederic; WO2014/57103; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 17247-58-4, These common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, 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 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7g (91 mmol) of sodium iodide in 150 mL of acetone wasrefluxed overnite and then cooled to rt. The inorganic solids were filtered off and the acetone and cyclopropylcarbinyl iodide (8.41g, 46%) distilled off at ambient and 150 torr at 80 C, respectively. A solution of 4.0 g (21.98 mmol) of cyclobutyl carbinyl iodide in 30mL of anhydrous diethyl ether(Et20) cooled to-78 C was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyl lithium in cyclohexanes and the solution was stirred for 5 min. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110mL of hexanes cooled to-78 C, the mixture warmed to rt over 1 h and was then carefully concentrated in vacuo. This mixture was redissolved inEt20, washed once with some ice-cold water, dried(MgS04) and concentrated carefully. This mixture was redissolved in 30mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stirovernite. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount ofCH2Cl2 in hexanes with 1-2 drops of MeOH to afford 1.39 g(42%) of cyclobutyl carbinylsulfonamide as a whitesolid.’H NMR(CDCI3) 1.81-2. 03 (m, 4H), 2.14-2. 28 (m, 2H), 2.81-2. 92 (m,1H), 3.22 (d, J=7 Hz, 2H), 4.74 (brs, 2H); 3C NMR (CD3)8 19.10, 28.21, 30.64, 60.93 ; MS m/e 148(M-l)-. time: 1.73, method B), 818 (M++H).

Statistics shows that (Bromomethyl)cyclobutane is playing an increasingly important role. we look forward to future research findings about 17247-58-4.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 17247-58-4, A common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, 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: A mixture of 13 (176 mg, 0.5 mmol, 1 equiv.), anhydrous K2CO3 powder (346 mg, 2.5 mmol, 5 equiv.), and the appropriate bromoalkane (0.75 mmol, 1.5 equiv.) in DMF (1 mL) was stirred 40 C for 14 h. The mixture was poured into H2O (50 mL), and extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine (10 mL), dried (MgSO4), and the solvent evaporated. The crude products were purified by flash chromatography eluting with CHCl3-MeOH (96:4) or recrystallized from isopropanol.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Banister, Samuel D.; Beinat, Corinne; Wilkinson, Shane M.; Shen, Bin; Bartoli, Cecilia; Selleri, Silvia; Da Pozzo, Eleonora; Martini, Claudia; Chin, Frederick T.; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 392 – 400;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 17247-58-4,Some common heterocyclic compound, 17247-58-4, name is (Bromomethyl)cyclobutane, molecular formula is C5H9Br, 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 stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH 12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

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

Reference:
Patent; Schering Corporation; US2006/276405; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.

Example 1268: 2-(5-Chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- 3-cyclobutylpropanoic acid Step lEthyl 2-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- 3- cyclobutylpropanoate Ethyl 2-(5-chloro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)acetate (0.6g, 0.49 mmol) was dissolved in anhydrous DMF (3OmL), NaH (60% wt. in paraffin oil, 0.039 g, 1.69 mmol) was added at 00C. The reaction mixture was stirred for 30 min at room temperature and cyclobutylmethyl bromide (0.223 g, 1.49 mmol) was added drop wise at 0 0C. The reaction mixture was stirred an additional Ih at 0 0C and saturated NH4CI solution (1OmL) was added. The reaction mixture was extracted with EtOAc (3x20mL) and the combined organic phases were washed with water (3x20mL) and brine (2OmL), and dried over MgStheta4 The volatiles were removed under reduced pressure and the residue was purified by flash column chromatography to yield ethyl 2-(5-chloro-6- (2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- 3-cyclobutylpropanoate (0.25 g) as a colorless liquid.

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; WO2009/86277; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: (Bromomethyl)cyclobutane

A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US2006/276406; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.

Sodium sulfite (1.3 g; WAKO), ethanol (3.9 mL), and water (5.8 mL) were added to (bromomethyl)cyclobutane (0.8 mL; Ald), the resulting mixture was stirred at 100 C. for 2 hours, and the solvent was evaporated under reduced pressure. Toluene (10 mL), DMF (20 muL), and thionyl chloride (1.9 mL; TCI) were successively added to the residue, the resulting mixture was stirred at 110 C. for 5 hours, and the solvent was evaporated under reduced pressure. This residue was used instead of ethanesulfonyl chloride described in the step of Reference Example N-2 to give the title compound.

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/261701; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 17247-58-4, name is (Bromomethyl)cyclobutane, A new synthetic method of this compound is introduced below., Formula: C5H9Br

A solution of 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7 g (91 mmol) of sodium iodide in 150 mL of acetone was refluxed overnight and then cooled to room temperature. The inorganic solids were filtered off and the acetone and cyclopropylcarbinyl iodide (8.41 g, 46%) distilled off at ambient and 150 torr at 80 C., respectively. A solution of 4.0 g (21.98 mmol) of cyclobutylcarbinyl iodide in 30 mL of anhydrous diethyl ether (diethyl ether) cooled to -78 C. was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyl lithium in cyclohexanes and the solution was stirred for 5 minutes. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110 mL of hexanes cooled to -78 C., the mixture warmed to room temperature over 1 hour and was then carefully concentrated in vacuo. This mixture was redissolved in diethyl ether, washed once with some ice-cold water, dried (MgSO4), filtered, and concentrated carefully. This mixture was redissolved in 30 mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stir overnight. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount of CH2Cl2 in hexanes with 1-2 drops of methanol to provide 1.39 g (42%) of cyclobutyl carbinylsulfonamide as a white solid. 1H NMR (CDCl3) delta 1.81-2.03 (m, 4H), 2.14-2.28 (m, 2H), 2.81-2.92 (m, 1H), 3.22 (d, J=7 Hz, 2H), 4.74 (br s, 2H); 13C NMR (CDCl3) delta 19.10, 28.21, 30.64, 60.93; MS m/e 148 (M-1)-. (Retention time: 1.73, method B), 818 (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; Hewawasam, Piyasena; Ding, Min; Sun, Li-Qiang; Scola, Paul Michael; US2007/10455; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(5-Bromo-7-methyl-l-oxo-l,3-dihydiO-isoindol-2-yl)-carbamic acid tert-butyl ester (0.05g, 0.146 mmol), bromomethyl cyclobutane (0.033 mL, 0.293 mmol) and cesium carbonate (0.12 g, 0.366 mmol) were stirred in acetonitrile (3 mL) at 70 0C for 3 hours. The reaction mixture was partitioned with dichloromethane and water and the aqueous phase was further extracted with dichloromethane. The organic extracts were washed with water, brine, dried over sodium sulfate, filtered and concentrated. The product residue was purified by eluting through a solid phase extraction tube eluting with ethyl acetate:hexanes (2:98 to 5:95) to yield the product as a colorless oil (0.048 g, 80%). 1H NMR (300 MHz, CDCI3): 5 7.39 (d, 2H), 6.71 (br s, IH), 4.46 (s, 2H), 2.68 (s, 3H), 1.42 (s, 9H).

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/130853; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 17247-58-4, 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. 17247-58-4 name is (Bromomethyl)cyclobutane, 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.

500 mg (2.00 mmol) of the compound from Ex. 31A and 690 mg (5.00 mmol) of potassium carbonate were stirred in 10 ml of anhydrous DMF at RT for 15 min, before 449 mul (4.00 mmol) of (bromomethyl)cyclobutane were added. Then the reaction mixture was stirred at 50 C. for about 16 h. After cooling to RT, water was added and the mixture was extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated. The product was isolated by means of MPLC (Biotage Isolera One, SNAP KP-Sil cartridge, 50 g of silica gel, eluent: cyclohexane/ethyl acetate 2:1). After concentration of the product fractions and drying under high vacuum, 486 mg (76% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 10.07 (s, 1H), 3.96 (d, 2H), 2.82-2.69 (m, 1H), 2.76 (s, 3H), 2.66-2.58 (m, 1H), 2.04-1.91 (m, 2H), 1.89-1.74 (m, 4H), 1.07-0.96 (m, 2H), 0.73-0.64 (m, 2H). LC/MS (Method 1, ESIpos): Rt=1.89 min, m/z=319.11 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclobutane, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary