59247-47-1 Archives - Esters-buliding-blocks

S News Extended knowledge of 59247-47-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 4-bromobenzoate, its application will become more common.

Application of 59247-47-1,Some common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, molecular formula is C11H13BrO2, 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 100 mL round-bottom flask purged and maintained under an inert atmosphere of nitrogen was added (1S,4S,5R)-5-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1 ,2-oxazol-4-yl]methoxy]-2-azabicyclo[2.2.l]heptane ll3h (150 rng, 0.42 mmol, l.O equiv.), Tol (20 rnL),tert-butyl4-bromobenzoate (161.2 mg, 0.63 mmoL 1.50 equiv.), Cs2C03 (408 8 mg, 1.25mmol, 3.0 equiv.), BIANP (13 mg), and Pd2(dha)3 (19 mg, 0.02 mmol, 0.05 equiv.). The5 resulting mixture was stirred at 110 °C overnight Solids were filtered out. l11e illtrate wasconcentrated under vacuum to a residue which was pmified by silica gel columnchromatography eluting with ethyl acetate/petroleum ether (l: 10 to 1 :5). Removal of solventsgave tert-huty 1 4-l(l S,4S,5R)-5-U 3-(2-chloro-6-methy lpheny 1)-5-cyclopropy 1-1,2-oxazol-4-y l] rnethoxy ]-2-azabicyclo[2.2.1 ]heptan-2-yl]henzoate ll4a (l 00 mg, 45percent) as a light yellow10 oil.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

9/26/2021 News Share a compound : 59247-47-1

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

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. 59247-47-1, name is tert-Butyl 4-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: tert-Butyl 4-bromobenzoate

To a solution of (E)-styrylboronic acid (289 mg, 1.95 mmol) in mixed solution of dioxane and water (4:1, 15 mL) were added tert-butyl 4-bromobenzoate (500 mg, 1.95 mmol), tetrakis(triphenylphosphine)palladium (225 mg, 0.2 mmol) and sodium carbonate (622 mg, 5.9 mmol). The mixture was stirred at 90° C. under nitrogen atmosphere for 18 hours. Once start material has been consumed, the mixture was concentrated to give a residue and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=25:1) to give (E)-tert-butyl 4-styrylbenzoate (0.1 g, 18percent). The product was used for the next step directly without further purification.

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Constellation Pharmaceuticals, Inc.; Albrecht, Brian K.; Audia, James Edmund; Cook, Andrew S.; Gagnon, Alexandre; Harmange, Jean-Christophe; Nasveschuk, Christopher G.; US9206128; (2015); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

September 22, 2021 News Continuously updated synthesis method about 59247-47-1

According to the analysis of related databases, 59247-47-1, the application of this compound in the production field has become more and more popular.

Application of 59247-47-1, 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 59247-47-1 as follows.

To a 250 mL round-bottom flask ‘.vas added (lS,4R,5R)-5-[[5-cyclopropyl-3-(2-cyclopropyl-6-fluoropheny)-1,2-oxazol-4-y l]methoxy ]-2-azabicyclo[2.2.1]heptan-3-one10 3lle (300 mg, 0.78 mmol, 1.00 equiv.), Pd1(dba)3 (36 mg, 0.04 mmoL 0.05 equiv.),XantPhos (46 mg, 0.08 mmol, 0.10 equiv.), Cs£03 (384 mg, 1.18 mmol, 1.50 equiv.), tol (5mL), and tert-hutyl 4-bromobenzoate (301 mg, 1.17 mmol, 1.50 equiv.). The resultingmixture vvas heated at ll0°C ovemight ·with stirring. After cooling to room temperature, themixture vvas diluted with 50 mL ofH20, extracted with ethyl acetate (100 mL x 2), and the15 combined organic extracts were washed with brine (100 mL x 2), dried, and concentrated.The residue was purified by silica gel column chromatography eluting with ethylacetate/hexane (2: l) to give tert-butyl 4-[(l S,4R,SR)-5-[[ 5-cyclopropyl-3-(2-cyclopropyl-6-fluorophenyl)-1,2-oxazol-4-yl]methoxy ]-3-oxo-2-azabicyclo[2.2.1 ]heptan-2-yl]benzoate 311 f(300 mg, 68percent) as a yellow oil.

According to the analysis of related databases, 59247-47-1, the application of this compound in the production field has become more and more popular.

9/13/21 News Analyzing the synthesis route of 59247-47-1

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

59247-47-1, name is tert-Butyl 4-bromobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C11H13BrO2

(2S,3’S)-2-Methyl-[1,3′]bipyrrolidinyl dihydrochloride (8) (1.1 g, 4 mmol) was treated with NaOt-Bu (1.1 g, 2equiv) in MeOH (30 mL), filtered, and concentrated. To this flask was added tert-butyl-4-bromo-benzoate (9) (1.0 g, 3.89 mmol), sodium tert-butoxide (538 mg, 5.6 mmol), tris(dibenzylideneacetone)-dipalladium-(0) (35 mg, 0.039 mmol), BINAP (72 mg, 0.116 mmol), and toluene (40 mL) under nitrogen. The reaction flask was heated to 80 °C (external) for 24 h with stirring until the starting material was completely consumed as judged by TLC analysis. The mixture was cooled to room temperature, taken up in DCM (50 mL), filtered, and concentrated. The crude product was then purified by a silica gel flash chromatography eluted with 0-5percent of 7 N NH3/MeOH in DCM to get 1.02 g (80percent) of the title compound as a yellow oil. LCMS: RT = 2.23 min, MS: 331 (M+H+). 1H NMR (300 MHz, CDCl3) delta 7.87 (d, J = 8.7 Hz, 2H), 6.49 (d, J = 8.7 Hz, 2H), 3.6-3.23 (m, 5H), 3.01 (m, 1H), 2.78 (m, 1H), 2.55 (q, J = 8.4 Hz, 1H), 2.22-1.43 (m, 13H), 1.14 (d, J = 6.3 Hz, 3H).

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Zhongli; Hurst, William J.; Hall, Daniel; Hartung, Ryan; Reynolds, William; Kang, Jiesheng; Nagorny, Raisa; Hendrix, James A.; George, Pascal G.; Bioorganic and Medicinal Chemistry; vol. 23; 3; (2015); p. 429 – 438;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

September 3,2021 News Introduction of a new synthetic route about 59247-47-1

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Related Products of 59247-47-1,Some common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, molecular formula is C11H13BrO2, 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 tert-butyl 4-bromobenzoate (616 mg, 2.4 mmol) in 1,4-dioxane and water (4:1, 10 mL) were added (E)-4,4,5,5-tetramethyl-2-styryl-1,3,2-dioxaborolane (553 mg, 2.4 mmol), tetrakis(triphenylphosphine)palladium (58.9 mg, 0.05 mmol) and sodium carbonate (164 mg, 1.55 mmol). The mixture was stirred at 90° C. under nitrogen atmosphere for 18 hours. Once the start material was consumed, the resultant mixture was concentrated to give a residue and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=30:1) to give tert-butyl 4-(1-phenylvinyl)benzoate (0.59 g, 87.5percent). 1H NMR (300 MHz, CDCl3): delta 7.96 (d, J=4.8 Hz, 2H), 7.41-7.26 (m, 7H), 5.55-5.53 (m, 2H), 1.61 (s, 9H).

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

9/3/21 News Simple exploration of 59247-47-1

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.

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. 59247-47-1, name is tert-Butyl 4-bromobenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl 4-bromobenzoate

To a 100 mL round-bottom flask purged with and maintained under an inertatmosphere of nitrogen was added a solution of (1 S,4R,5R)-5-[[3-(2-chloro-6-t1uorophenyl)-5-cyclopropyl-L2-oxazol-4-yl]methoxy]-2-azabicyclo[2.2.1 ]heptan-3-one 306h (220 mg,0.58 mmol, 1.00 equiv.) in 1,4-dioxane (8 mL), tert-butyl4-bromobenzoate (180 mg, 0.7030 nm10l, 1.20 equiv.), Xantphos (51 mg, 0.09 mmol, 0.15 equiv), Pd2(dba)1 (27 mg, 0.03 mmol,0.05 equiv.), and Cs2C01 (286 mg, 0.88 mmol, 1.50 equiv.). The resulting mixture washeated at l05°C overnight After cooling to room temperature, the mixture was diluted with 50 mL ofvvater, and extracted with 200 mL of ethyl acetate. The organic extract was washedwith brine (lOO mL), dried over anhydrous sodiurn sulfate and concentrated lmder vacuum.The residue vas purified by silica gel column chromatography eluting with ethylacetate/petroleum ether (1 :4) to afford tert-buty 14-[(1 S,4R,5R)-5-[ [3-(2-chloro-6-5 t1uorophenyl)-5-cyclopropyl-l ,2-oxazol-4-yl]meihoxy ]-3-oxo-2-azabicyclo[2. 2.1 ]heptan-2-yl]benzoate 306c (250 mg, 77percent) as a yellow oil

Simple exploration of C11H13BrO2

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 4-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Related Products of 59247-47-1, The chemical industry reduces the impact on the environment during synthesis 59247-47-1, name is tert-Butyl 4-bromobenzoate, I believe this compound will play a more active role in future production and life.

To a mixture of /er.-butyl 4- bromobenzoate (10.1 g, 39.2 mmol), K3PO4 (20.2 g, 95.0 mmol), and dimethyl malonate (4.50 mL, 39.2 mmol) was added toluene (69 mL), Pd2(dba)3 (975 mg, 1.08 mmol), and P(fert-Bu)3 (12.8 mL, 10percent wt. in hexanes, 4.3 mmol). The reaction mixture was degassed and heated to 85°C. After 2 d, the reaction mixture was diluted with ethyl acetate, washed with water (1 x), brine (1 x), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (5percent to 20percent ethyl acetate in hexanes) gave dimethyl [4-(*erf-butoxycarbonyl)phenyl]malonate as a low melting white solid: 1H NMR (600 MHz, CDCl3) delta 7.98 (d, J= 8.5 Hz, 2H), 7.45 (d, J= 8.2 Hz, 2H), 4.70 (s, IH), 3.76 (s, 6H), 1.58 (s, 9H); ESIMS calcd 331.1 (M+ + Na), found 331.1 (M+ + Na).

Reference:
Patent; MERCK & CO., INC.; WO2007/87129; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about C11H13BrO2

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 59247-47-1, A common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, molecular formula is C11H13BrO2, 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: Under nitrogen atmosphere, a mixture of alcohol 1a (28.6 mg, 0.10 mmol, 1.0 equiv), 4-bromoanisole (37.4 mg, 0.20 mmol, 2.0 equiv), [C12H8NH2PdCl]2 (1.5 mg, 2.5 mol%), L10 (13.6 mg, 15 mol%) and NaH (7.2 mg, 0.30 mmol, 3.0 equiv) in anhydrous toluene (2.0 mL), were heated at 80C for 12 h. After being cooled to room temperature, the solvent was removed and the residue was purified by flash chromatography on silica gel (hexanes/ethyl acetate = 30:1) to afford the desired product 2a (38.0 mg, 97%, 96% ee).

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deng, Ruixian; Xi, Junwei; Li, Qigang; Gu, Zhenhua; Chem; vol. 5; 7; (2019); p. 1834 – 1846;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Share a compound : 59247-47-1

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Continuously updated synthesis method about C11H13BrO2

Synthetic Route of 59247-47-1, 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 59247-47-1 as follows.

According to the analysis of related databases, 59247-47-1, the application of this compound in the production field has become more and more popular.