Tag: 651780-27-7

Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.,651780-27-7

Step 3 6-(4-Hvdroxy-2-methyl-phenyl’)-benzordlisoxazole-3-carboxylic acid ethyl esterA solution of 3-methyl-4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenol (0.624 g, 2.67 mmol) and 6-bromo-benzo[d]isoxazole-3-carboxylic acid ethyl ester (0.360 g, 1.33 mmol) in 1,4-dioxane (20 mL) is added to a flask. The flask is evacuated and re-filled with N2 3 times. To this solution, Pd2(dba)3 (0.010 g), tricyclohexyl phosphine (10 mg), and aqueous K3PO4 (1.5 mL, 1.30 M) are added. The resulting mixture is heated to 50 C for 2 hours under N2. The reaction mixture is cooled to room temperature and filtered through a pad of diatomaceous earth. The filtrate is concentrated under reduced pressure. The residue is purified via silica gel chromatography eluting with 25% ethyl acetate in hexanes to give the title compound (0.366 g, 93%). ES/MS m/e 298.0 (M+l); 296.0 (M-I).

With the rapid development of chemical substances, we look forward to future research findings about Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/92751; (2007); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.,651780-27-7

10% Palladium on carbon (1.5g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20g, 0. 081mol) in ethanol (300ml) at 0 C under an atmosphere of nitrogen. The nitrogen atmosphere was removed by evacuation and replaced with hydrogen gas, and the reaction mixture was maintained for 1 hour. The hydrogen atmosphere was removed by evacuation and replaced with nitrogen gas, and the palladium removed by filtration through Celite. The filter cake was washed with ethanol (3 x 50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4 x 50 mL), dried (sodium sulfate) and evaporated to provide 13.0 g of the product as a yellow solid (96%). The ester was saponified using sodium hydroxide to provide the acid. The acid was coupled with the bicyclobase according to procedure A. Literature reference: Angell, R. M.; Baldwin, I. R.; Bamborough, P.; Deboeck, N. M.; Longstaff, T.; Swanson, S. W004010995A1 The following acid was prepared using this method: 1,2-Benzisoxazole-3-carboxylic acid.

As the rapid development of chemical substances, we look forward to future research findings about 651780-27-7

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/63767; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

As a common heterocyclic compound, it belong Benzisoxazole compound,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,651780-27-7,Molecular formula: C10H8BrNO3,mainly used in chemical industry, its synthesis route is as follows.

To a stirred solution of ethyl 6-bromo-1,2-benzoxazole-3-carboxylate (1.1 g) in THF (10 ml) and EtOH (3 ml), LiBH4 (0.133 g) was added drop wise at 0oC under inert atmosphere. The re- action mixture was stirred at 0oC for 2 h. Reaction was monitored by TLC. After the completion, the reaction mixture was diluted with Water (20 ml), quenched with 5% NaOH solution and ex- tracted with Ethyl acetate (30 ml x 2). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chro- matography (eluting in 15-20% ethyl acetate in heptane as a mobile phase) to afford (0.8 g) of the title compound. HPLC/MS (method 1): Rt : 1.587 min; MS: m / z = 229 (M+1).

With the synthetic route has been constantly updated, we look forward to future research findings about Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,belong Benzisoxazole compound

Reference£º
Patent; BASF SE; NARINE, Arun; ADISECHAN, Ashokkumar; VYAS, Devendra; DATTA, Gopal Krishna; VALLINAYAGAM, Ramakrishnan; CHAUDHURI, Rupsha; SAMBASIVAN, Sunderraman; (127 pag.)WO2018/177781; (2018); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.

A solution of ethyl 6-brom-1, 2-benzisoxazole-3-carboxylate (Intermediate 55) (0.05g) and cyclopropylamine (0. 03ml) in methanol (lml) was stirred at reflux for 6h. The solvent was evaporated and the residue was triturated with ether to give the title compound as a white solid (0.04g).

As the rapid development of chemical substances, we look forward to future research findings about 651780-27-7

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

10% Palladium on carbon (1.5 g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20 g, 0.081 mol) in ethanol (300ml) at 0 C. under an atmosphere of nitrogen. The nitrogen atmosphere was removed by evacuation and replaced with hydrogen gas, and the reaction mixture was maintained for 1 hour. The hydrogen atmosphere was removed by evacuation and replaced with nitrogen gas, and the palladium removed by filtration through Celite. The filter cake was washed with ethanol (3¡Á50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4¡Á50 mL), dried (sodium sulfate) and evaporated to provide 13.0 g of the product as a yellow solid (96%). The ester was saponified using sodium hydroxide to provide the acid. The acid was coupled with the bicyclobase according to procedure A.

651780-27-7 Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate 53401270, aBenzisoxazole compound, is more and more widely used in various.

Reference£º
Patent; Xie, Wenge; Herbert, Brian; Ma, Jianguo; Nguyen, Truc Minh; Schumacher, Richard; Gauss, Carla Maria; Tehim, Ashok; US2005/250808; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(21). Iris{dibenzylideneacetoae)dipailadiuffi (123.6 mg, 0.14 mmol, 9.0 MO1%), XantPhos ( 104 mg, 0. 8 mmo’l. 12 moi%), ethyl 6-bromobenzo|d]isoxazole-3-carboxylate (608 mg, 2.25 mmol, 1.5 eq.),l- jX4 raemoxypheny1)me&yI}pyjrazofo^^(381 mg, 1.5 mmol, 1.0 eq.) and cesium carbonate (731 rag, 2.25 mmol. 1 ,5 eq.) were charged in a microwave vial. The vial was evacuated and purged with nitrogen (3X) and 1,4-dioxane (7.5 mL) was added. The reaction mixture was subjected to a microwave reactor tor 140 “C. After 2 h, the reaction mixture was cooled and filtered through a pad of Celite which was washed with EtOAc. Solvents were removed. Purification using reverse phase (Giison HPLC, acidic method (ACN water/0.1% TFA), gradient; 61-91%). Giison fractions were neutralized with sat solo. NaHC:::1.8, 8.8 H IH), 7.48 (dd, ./ – 4.3, 8.6 Hz, l H), 730 (d, J:::8.7 Hz, 2H), 6.88 (ddd, J – 2.9, 4.9, 8.7 Hz, 2H), 5.56 (s, 2H), 4.87 (q, 7.0 Hz, 2H), 3.70 (s, 3H), 1.41 (t, J = 3.2 Hz, 3H). ES-MS GammaMu+l f : 443.3.

The synthetic route of 651780-27-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; (157 pag.)WO2016/115282; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The Benzisoxazole compound, cas is 651780-27-7 name is Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, mainly used in chemical industry, its synthesis route is as follows.

10% Palladium on carbon (1.5g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20g, 0. 081mol) in ethanol (300ml) at 0 C under an atmosphere of nitrogen. The nitrogen atmosphere was removed by evacuation and replaced with hydrogen gas, and the reaction mixture was maintained for 1 hour. The hydrogen atmosphere was removed by evacuation and replaced with nitrogen gas, and the palladium removed by filtration through Celite. The filter cake was washed with ethanol (3 x 50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4 x 50 mL), dried (sodium sulfate) and evaporated to provide 13.0 g of the product as a yellow solid (96%). The ester was saponified using sodium hydroxide to provide the acid. The acid was coupled with the bicyclobase according to procedure A. Literature reference: Angell, R. M.; Baldwin, I. R.; Bamborough, P.; Deboeck, N. M.; Longstaff, T.; Swanson, S. W004010995A1 The following acid was prepared using this method: 1,2-Benzisoxazole-3-carboxylic acid.

As the rapid development of chemical substances, we look forward to future research findings about 651780-27-7

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/63767; (2005); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.

To a solution of ethyl ^- fomo-l ,2-benzoxazole-3-caioxyiate (540.16 rag, 2 mmol, J .0 eq.) in THF ( iO mL) at -78 “C was added a solution of methyltnagncsiuja bromide in diethyl ether (3M, 3.33 HiL 10 mmol, 5.0 eq..). The resulting mixture was stirred at -78 C for 3 h. Sat. solo NH CI was added. The mixture was warmed to rt and extracted with EiOAc (3x). The combined extracts were washed with brine, dried over ajSO*, filtered and concentrated, under reduced pressure. The crude material was purified using normal phase flash chromatography on silica gel (0-50% EtOAc/hexanes) to provide die title compound (410 mg? 85.4% yield) as a white powder. H- MR (400 MHz, DMSO~<}: S 8.33 (s, IH), 8.06 (d, J=- 8.4 Hz, IH), 7,71 (dd, ,/ - 8.5, 1 A Hz, H), 2.73 (s 3H). With the rapid development of chemical substances, we look forward to future research findings about 651780-27-7 Reference£º
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; (157 pag.)WO2016/115282; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20a) Ethyl 6-(4-hydroxyphenyl)-l,2-benzisoxazole-3-carboxylateEthyl 6-bromo-l,2-benzisoxazole-3-carboxylate (0.34 g, 1.26 mmol), (4- hydroxyphenyl)boronic acid (0.21, 1.51 mmol), tetrakis(triphenylphosphine)palladium (0) (0.06 g, 0.05 mmol) and 2 M sodium carbonate (5 mL) in 1 ,2-dimethoxyethane (6 mL) were stirred at 80 0C for 1 hour. The reaction mixture was diluted with water, followed by ethyl acetate. The layers were separated and the ethyl acetate layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford the crude material. The crude material was purified using hexanes: ethyl acetate (0 to 40% ethyl acetate) to afford a mixture of desired product, plus the free acid of the desired product, 6-(4-hydroxyphenyl)-l,2- benzisoxazole-3-carboxylic acid. All the fractions were combined and concentrated. The mixture was then dissolved in ethanol. Thionyl chloride was added, and the reaction mixture was reflux for 8 days. The reaction mixture was cooled to room temperature and concentrated. The concentrated material was diluted with 5% sodium bicarbonate, and extracted with ethyl acetate. The ethyl acetate layer was washed with water followed by brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified using hexanes: ethyl acetate (0 to 100% ethyl acetate) to afford 0.044 g (13%) of ethyl 6-(4-hydroxyphenyl)- 1 ,2-benzisoxazole-3- carboxylate. 1H NMR (400 MHz, d6-DMSO): delta 9.76 (s, IH), 8.05 (m, 2H), 7.79 (dd, J = 8, 1 Hz, IH), 7.65 (d, J = 9 Hz, 2H), 6.88 (d, J = 9 Hz, 2H), 4.47 (q, J = 7 Hz, 2H), 1.39 (t, J = 7 Hz, 3H).

651780-27-7 Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate 53401270, aBenzisoxazole compound, is more and more widely used in various.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157270; (2008); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Toluene (40 mL) was added to a flask containing ethyl [6-BROM-1,] 2-benzisoxazole-3-carboxylate (3.15 g, 11.7 mmol), tetrakis (triphenylphosphine) palladium [(0)] (835 mg, 0.723 mmol, Strem), cesium carbonate (4.12 g, 12.6 mmol, Aldrich), and 2- (trifluoromethyl) phenylboronic acid (2. [38] g, 12.5 mmol, Aldrich) under argon. This mixture was heated in a 100 C oil bath for 35 hours. The mixture was diluted with EtOAc (250 mL) and washed with 4: 1 water: brine (250 [ML)] followed by brine (250 mL). The organics were filtered through a [1″PLUG] of silica gel and evaporated. Product was split in two, adsorbed onto silica gel, and purified on Biotage Flash 40 M+ silica cartridges using 20% EtOAc in heptane. Yield was 2.08 g of orange solid. [‘H] NMR (400 MHz, DMSO-d6) [5] ppm 1.42 (t, [J=7.] 15 Hz, 3 H) 4.51 (q, [J=7.] 05 Hz, 2 H) 7.52 (d, J=7. 46 Hz, [1] H) 7.51 (d, [J=8.] 09 Hz, 1 H) 7.71 (t, J=7. 57 Hz, [1] H) 7.79 (t, [J=7.] 36 Hz, 1 H) 7.91 (d, [J=7.] 67 Hz, [1] [H)] 7.93 (s, 1 H) 8.14 (d, J=8. 09 Hz, 1 H).

As the paragraph descriping shows that 651780-27-7 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18428; (2004); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics