Category: 55687-02-0

55687-02-0,55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pd(Ph3P)4 (28.5 mg, 0.025 mmol) was added to a degassed solution of 6- bromo-2-chloroquinoxaline (60 mg, 0.246 mmol), (lR,3S,5R)-tert-butyl 3-(6-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-benzo[d]imidazol-2-yl)-2- azabicyclo[3.1.0]hexane-2-carboxylate (1 15 mg, 0.271 mmol) and sodium bicarbonate (62.1 mg, 0.739 mmol) in dioxane (1 mL) and FLO (0.2 mL) and the mixture was stirred at 1 10 C for 2 h and then at 120 C for 2 h. The reaction was diluted with MeOH, filtered and purified by prep HPLC (H20-MeOH with lOmM NH4OAc buffer) to yield (lR,3S,5R)-tert-butyl 3-(6-(6-bromoquinoxalin-2-yl)-lH-benzo[d]imidazol-2-yl)-2- azabicyclo[3.1.0]hexane-2-carboxylate (102.2 mg, 0.202 mmol, 82 % yield) as bright yellow solid. LC-MS retention time 2.31 min; m/z 506 [M+H] . (ColumnPHENOMENEX Luna 3.0 x 50mm S 10. Solvent A = 90% water: 10% methanol: 0.1% TFA. Solvent B = 10% water:90% methanol: 0.1% TFA. Flow Rate = 4 mL/min. Start % B = 0. Final % B = 100. Gradient Time = 3 min. Wavelength = 220).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PACK, Shawn, K.; TYMONKO, Steven; PATEL, Bharat, P.; NATALIE, JR., Kenneth, J.; BELEMA, Makonen; WO2011/59850; (2011); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55687-02-0, Preparation of tert-butyl 2-(4-(6-bromoquinoxalin-2-yl)phenyl)-2-oxoethylcarbamate A suspension of tert-butyl 2-oxo-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate (1.5 g, 4.15 mmol, Eq: 1.00), 6-bromo-2-chloroquinoxaline (1.01 g, 4.15 mmol, Eq: 1.00), cesium carbonate (2.71 g, 8.3 mmol, Eq: 2) and tetrakis(triphenylphosphine)palladium (0) (480 mg, 415 mumol, Eq: 0.1) in Dioxane (20 ml) and Water (2 ml) was purged with nitrogen for 10 min. then r*n. Mixture was heated at 80 C. for 16 hrs. Solvent removed in vacuo, the black residue filtered through a pad of Celite, washed with EtOAc, concentrated, triturated with ether, light yellow solid filtered, dried to obtain tert-butyl 2-(4-(6-bromoquinoxalin-2-yl)phenyl)-2-oxoethylcarbamate (1.7 g, 3.84 mmol, 92.6% yield) as a light yellow powder. LC/MS (M++H)=443

As the paragraph descriping shows that 55687-02-0 is playing an increasingly important role.

Reference£º
Patent; Alam, Muzaffar; Berthel, Steven Joseph; Brinkman, John A.; Hawley, Ronald Charles; Li, Hongju; Palmer, Wylie Solang; Pietranico-Cole, Sherrie; Sarabu, Ramakanth; Smith, Mark; So, Sung-Sau; Yi, Lin; Zhai, Yansheng; Zhang, Qiang; Zhao, Shu-Hai; US2012/230951; (2012); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0,55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-chloro-6-bromo quinoxaline (1 .6 g, 6.6 mmol) was dissolved in DMSO (30 mL) at room temperature. (R)-1-(3-chlorophenyl)ethanamine (1.0 g, 6.4 mmol) and TEA (2.75 mL, 9.7 mmol) were added and the reaction mixture was stirred at RT for 18 hours. After completion of the reaction as judged by TLC, water (50 mL) was added to the reaction mixture and the aqueous was extracted with ethyl acetate (25 mL x 3). The organic layer was separated off, washed with water (15mL), brine (15 mL) and was dried over Na2SC>4. The solvent was evaporated off in vacuo at 40C to afford crude title compound. The crude title compound was adsorbed onto silica and was purified by flash column chromatography on silica eluting with a gradient of 0-1 % methanol in DCM to afford the title product (1.28 g, 54%).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; WALKER, David Winter; (166 pag.)WO2016/170163; (2016); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

55687-02-0, Methyl (S)-3-methyl-1-oxo-1-((S)-2-(6-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxalin-2-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)butan-2-ylcarbamate In a 10 mL seal tube, methyl (S)-3-methyl-1-oxo-1-((S)-2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)butan-2-ylcarbamate (100 mg, 213 mmol, Eq: 1.00), 6-bromo-2-chloroquinoxaline (51.8 mg, 213 mumol, Eq: 1.00) and cesium carbonate (139 mg, 425 mumol, Eq: 2.0) were combined with 1,4 dioxane (2.00 ml) and water (0.4 ml) to give a light brown solution. It was degassed for 10 min and tetrakis(triphenylphosphine)palladium (0) (24.6 mg, 21.3 mumol, Eq: 0.1) was added. The reaction mixture was heated to 80 C. and stirred for 16 h. It was diluted with EtOAc (6 ml), filtered through celite, concentrated in vacuo and purified on a silica gel column (CH2Cl2, 2%, 3%, 5%, 8%, 10% MeOH/CH2Cl2) to afford methyl (S)-1-((S)-2-(5-(6-bromoquinoxalin-2-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate as a solid (100 mg, 85.3%). ESI-LRMS m/e calcd for C26H27BrN6O3 [M+] 551, found 552 [M+H+].

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alam, Muzaffar; Berthel, Steven Joseph; Brinkman, John A.; Hawley, Ronald Charles; Li, Hongju; Palmer, Wylie Solang; Pietranico-Cole, Sherrie; Sarabu, Ramakanth; Smith, Mark; So, Sung-Sau; Yi, Lin; Zhai, Yansheng; Zhang, Qiang; Zhao, Shu-Hai; US2012/230951; (2012); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0,55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5 was prepared by following the synthetic steps 1 to 3 of Example 1 but with the following exceptions: (1 ) in step 1 intermediate A (5.8g, 2.38 mmol) was reacted with (R)-1-(3-Fluoro-phenyl)-ethylamine (0.3 g, 2.16 mmol) instead of benzylamine (2) in step 1 triethylamine (0.87 g, 1.2 mL, 8.61 mmol) was added to the reaction mixture (3) in step 3 intermediate C was used rather than intermediate B, as described below (4) step 4 was carried out as described below.

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; WALKER, David Winter; (166 pag.)WO2016/170163; (2016); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55687-02-0, Under nitrogen protection,Intermediate N1 (1 eq) was added to a three-neck flask equipped with a mechanical stirrer.Propylboronic acid (1eq),Potassium carbonate (5eq),Pd(Pph3)4(2%),Toluene 1000ml + ethanol 500ml + water 300ml,Stirring was turned on and heated to reflux for 8h.Organic phase silica gel column chromatography, concentrated,Recrystallization from toluene gave yellow powder N2 (9.0 g, 93.7%).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Xing Qifeng; Li Zhiyang; Liu Shuyao; Ren Xueyan; (23 pag.)CN107954942; (2018); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

55687-02-0, To solution of 6-bromo-2-chloro-quinoxaline (0.7 g, 1 eq, 2.87 mmol) in THF (6 mL) was added a solution of methyl amine in THF (3 mL) at room temperature. The mixture was stirred at room temperature for 2 h. After completion of the reaction, the volatiles were removed under vacuum and water (20 mL) was added to reaction mixture. The aqueous layer was extracted with ethyl acetate (15 mL x 3). The organic layer was washed with water (20 mL) and brine (20 mL) and then dried over Na2SO4. The organic layer was concentrated under vacuum to afford the crude product.For final purification, column chromatography was used on neutral silica gel of 60-120 mesh size employing a gradient of 3-5% ethyl acetate in hexane to elute the title compound (0.6g, 87%).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert, George; WALKER, David, Winter; WO2010/136755; (2010); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

55687-02-0,55687-02-0, 6-Bromo-2-chloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 40 (420 mg, 1.73 mmol) in ethanol (5 ml) was added excess hydrazine monohydrate (1.5 ml), and the resulting mixture was stirred at reflux for 16 h. The reaction mixture was concentrated under reduced pressure, and the solid residue was washed with diethyl ether, and dried in vacuo to give the title compound 41 (80%) .

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro; BARAWKAR, Dinesh; BONAGIRI, Rajesh; KHOSE, Goraksha; SHINDE, Shailesh; (226 pag.)WO2016/199943; (2016); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55687-02-0,6-Bromo-2-chloroquinoxaline,as a common compound, the synthetic route is as follows.

55687-02-0, To a solution of 6-Bromo-2-chloro quinoxaline (0.5 g, 2.05 mmol) in DMSO (10 mL) was added C-(Tetrahydro-pyran-4-yl)-methylamine (0.24 g, 2.08 mmol) and triethylamine (0.653 g, 0.9 mL, 6.5 mmol) and the mixture was stirred at 80C for 16 h. The reaction mixture was then diluted with water (50 mL) and extracted with ethyl acetate (2 X 50 mL). The combined organic layer was back washed with water (50 mL), separated off, dried over anhydrous sodium sulphate and then evaporated in vacuo. The crude product was purified by flash column chromatography on silica gel eluting with 50% ethyl acetate in hexanes to afford the title product (0.4 g, 61 %).

The synthetic route of 55687-02-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; WALKER, David Winter; (166 pag.)WO2016/170163; (2016); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider