Category: 6698-13-1

Reference of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

Tert-butyl piperazine-l-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4- bromobenzo[d][l,3]dioxole (1 g, 4.97 mmol ) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mu, 6.96 mmol), racemic- 2,2 -bis(diphenylphosphino)-l, -binaphtyl (232 mg, 373 muiotaetaomicron, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 muiotaetaomicron,) were added to this mixture. The reaction was then heated at 100 C over night. The reaction was cooled to rt, 40ml of water was added and the mixture was extracted with Ethyl Acetate ( 2x 80ml). The organic layers were dried over MgS04 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50g, 0% to 50% EtOAc in heptane). to yield tert-butyl 4-(benzo[d][l,3]dioxol-4-yl)piperazine-l- carboxylate as a white solid ( 1.15 g, 75%). MS (ISP) m/z = 307.4 [(M+H)+].

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; RODRIGUEZ SARMIENTO, Rosa Maria; WICHMANN, Juergen; WO2012/110470; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, SDS of cas: 6698-13-1

Step A: Tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate[0230]Tert-butyl piperazine-1-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mul, 6.96 mmol), racemic-2,2?-bis(diphenylphosphino)-1,1?-binaphtyl (232 mg, 373 mumol, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 mumol) were added to this mixture. The reaction was then heated at 100 C. over night. The reaction was cooled to rt, 40 ml of water was added and the mixture was extracted with Ethyl Acetate (2×80 ml). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane). to yield tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate as a white solid (1.15 g, 75%). MS (ISP) m/z=307.4 [(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, 4-Bromo-1,3-benzodioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2013/40948; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 6698-13-1, 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 6698-13-1 as follows.

3-Benzo[1,3]dioxol-4-yl-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amineTo a stirred solution of 4-bromo-1,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphino)(2’dimethylamino-1,1′-biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nitrogen2 is added a dioxane (31 mL) solution of [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 C. in a sealed tube overnight.The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/methylene chloride) gave 117 mg of 3-benzo[1,3]dioxol-4-yl-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige solid.

According to the analysis of related databases, 6698-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Locus Pharmaceuticals, Inc.; US2008/280891; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

0348] To a stirred solution of 4-bromo-l,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphmo)(2’dimethylamino-l,r- biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nirrogen2 is added a dioxane (3 mL) solution of [3-(tert-butyl-diphenyl- silanyloxy)-5-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-pyridin- 3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 0C in a sealed tube overnight.[0349] The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/ methylene chloride) gave 117 mg of 3-benzo[l,3]dioxol-4-yl-5- (tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige solid.

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; LOCUS PHARMACEUTICALS, INC.; WO2008/8059; (2008); 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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole, A new synthetic method of this compound is introduced below., Recommanded Product: 6698-13-1

Step A: 4-Benzo[L3]dioxol-4-yl-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl esterTert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)- carboxylate (1.62 g, 5.22 mmol) was added to a solution of 4-bromobenzo[d][l,3]dioxole (1 g, 4.97 mmol) in 1,2-Dimethoxy ethane (45.0 ml) and Na2C03 2M (8.28 ml, 16.6 mmol). The resulting suspension was degassed using a stream of argon in an ultrasonic bath during 5min. Then triphenylphosphine (261 mg, 995 muiotaetaomicron) and palladium (II) acetate (112 mg, 497 muiotaetaomicron) was added and the reaction mixture was stirred over night at 85C. The reaction was cooled to rt, diluted with 40 mL of water and the mixture extracted with ethyl acetate (3 x 50 mL). The organic layers were dried over MgS04 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50g, 0% to 50% EtOAc in heptane) to yield 4- Benzo[l,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl ester as a yellowish liquid (1.22 g, 80.8%). MS (ISP) m/z = 304.4 [(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; F. HOFFMANN-LA ROCHE AG; RODRIGUEZ SARMIENTO, Rosa Maria; WICHMANN, Juergen; WO2012/117001; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6698-13-1,Some common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

4.1.3.1. 1-(Benzofuran-7-yl)-3-(dimethylamino)propan-1-one (V:class D-7). A solution of 7-bromobenzofuran (2.05 g, 10.4 mmol)in dry THF (20 mL) was prepared. Approximately 4 mL of this solutionwas added to a flask containing magnesium (0.75 g, 30.9mmol) and the mixture was agitated until an exothermic reactionoccurred. The remaining solution was added and the mixture wasrefluxed for 1 h, cooled and transferred by cannula to a dry flask.The solution was cooled to 0 C and acetaldehyde (0.70 mL, 12.3mmol) was added, the mixture was stirred at 0 C for 1 h then partitionedbetween EtOAc and water, the organic fractions were dried and evaporated. Column chromatography with hexanes:DCM(1:1) eluted non polar impurities, elution with DCM

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, COA of Formula: C7H5BrO2

Step A: 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl esterTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (1.62 g, 5.22 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in 1,2-Dimethoxyethane (45.0 ml) and Na2CO3 2M (8.28 ml, 16.6 mmol). The resulting suspension was degassed using a stream of argon in an ultrasonic bath during 5 min. Then triphenylphosphine (261 mg, 995 mumol) and palladium (II) acetate (112 mg, 497 mumol) was added and the reaction mixture was stirred over night at 85 C. The reaction was cooled to rt, diluted with 40 mL of water and the mixture extracted with ethyl acetate (3×50 mL). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane) to yield 4-Benzo[1,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester as a yellowish liquid (1.22 g, 80.8%). MS (ISP) m/z=304.4 [(M+H)+].

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; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2012/225868; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6698-13-1,Some common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

[0154] A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (1.4 g, 9.7 mmol), 4-bromo- benzo[l,3]dioxole (2.0 g, 10 mmol), Pd2(dba)3 (0.80 g, 0.87 mmol), Xantphos (1.0 g, 1.7 mmol) and cesium carbonate (6.3 g, 19 mmol) was suspended in dioxane (40 mL) and heated at reflux under the argon atmosphere for 5 h. The reaction mixture was cooled to room temperature and diluted with DCM (30 mL). The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexanes to 50% EtOAc/hexanes) to afford the title compound (1.0 g, 39%) as a white solid. 1H NMR (500 MHz, DMSO-d6): delta 2.13 (s, 3H), 5.99 (s, 2H), 6.80-6.90 (m, 3H), 8.01 (s, IH), 8.92 (s, IH). MS (ES+): m/z 264 (M+H)+.

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-1,3-benzodioxole

To a stirred solution of 4-bromo-1,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphino)(2’dimethylamino-1,1′-biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nitrogen2 is added a dioxane (3 mL) solution of [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 C. in a sealed tube overnight. The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/methylene chloride) gave 117 mg of 3-benzo[1,3]dioxol-4-yl-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige solid.

According to the analysis of related databases, 6698-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kelly, Martha; Lee, Younghee; Liu, Bin; Fujimoto, Ted; Freundlich, Joel; Dorsey, Bruce D.; Flynn, Gary A.; Husain, Arifa; US2006/270686; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

Tert-butyl piperazine-l-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4- bromobenzo[d][l,3]dioxole (1 g, 4.97 mmol ) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mu, 6.96 mmol), racemic- 2,2 -bis(diphenylphosphino)-l, -binaphtyl (232 mg, 373 muiotaetaomicron, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 muiotaetaomicron,) were added to this mixture. The reaction was then heated at 100 C over night. The reaction was cooled to rt, 40ml of water was added and the mixture was extracted with Ethyl Acetate ( 2x 80ml). The organic layers were dried over MgS04 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50g, 0% to 50% EtOAc in heptane). to yield tert-butyl 4-(benzo[d][l,3]dioxol-4-yl)piperazine-l- carboxylate as a white solid ( 1.15 g, 75%). MS (ISP) m/z = 307.4 [(M+H)+].

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; RODRIGUEZ SARMIENTO, Rosa Maria; WICHMANN, Juergen; WO2012/110470; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary