Month: August 2020

1204-75-7, 3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1204-75-7

Step S (Compound 19) [00157] 3-Hydroxy-2-quinoxaline carboxylic acid (15.0 g/78.9 mmol) was dissolved in concentrated sulfuric acid (225 ml). The reaction mixture was cooled in an ice-water bath and added slowly was Potassium nitrate (24.0 g/237.4 mmol). After completion of addition, the cooling bath was removed and the reaction mixture was allowed to reach room temperature where it was stirred overnight. The reaction mixture was poured onto ice (900 g) and the resulting precipitate was filtered. The solid was dissolved in boiling water (2.4 L) and filtered hot. Upon cooling to room temperature, the precipitated product was collected by filtration and washed with Et20. Yield: 11.40 g (62%, approximately) 1H NMR (500 MHz, DMSO-d6) 8 8.61 (s, 1H), 8. 46 (d, 1H), 7.50 (s, 1H).

As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/56547; (2005); A2;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-75-7,3-Oxo-3,4-dihydroquinoxaline-2-carboxylic acid,as a common compound, the synthetic route is as follows.,1204-75-7

To a stirred solution of Cu(ClO4)2*6H2O (18.75 mg, 0.05mmol) in H2O (2 mL) was added 1 equiv. of pyrazine (4 mg,0.05 mmol) in CH3OH (5 mL). This was stirred for 5 min,and then a 5 mL CH3OH solution of 3-hydroxy-2-quinoxalinecarboxylic acid (9.5 mg, 0.05 mmol) wasadded to the reaction mixture and then filtered to givea green solution. Slow evaporation of the solvent atroom temperature gave rise to green block single crystals suitable for X-ray single-crystal analysis after ca 5 days. Yield: 40% (based on Cu). Anal. calcd forC22H20CuN6O10: C, 44.64; H, 3.41; N, 14.20%. Found: C,44.58; H, 3.49; N, 14.27%; IR (KBr)/cm-1: 3464(m),1683(s), 1609(m), 1374(m), 1326(m), 1221(w), 986(w),882(w), 806(w), 776(m), 676(m), 446(w).

As the paragraph descriping shows that 1204-75-7 is playing an increasingly important role.

Reference£º
Article; Liu, Qi; Wu, Huai Guang; Comptes Rendus Chimie; vol. 16; 5; (2013); p. 451 – 461;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1593-08-4,2-Formylquinoxaline,as a common compound, the synthetic route is as follows.,1593-08-4

The piperazine template (0.075 g, 0.213 mmol) of Example 24 was dissolved in 1,2-dichloroethane (3 mL) and treated with quinoxaline-2-carbaldehyde (0.044 g, 0.277 mmol) and glacial acetic acid (2 drops). Sodium triacetoxyborohydride (0.090 g, 0.426 mmol) was added, and the mixture was stirred at room temperature until the reaction was complete by LCMS analysis. The solvent was removed under reduced pressure, and the resulting residue was purified by RP-HPLC to yield the free base (0.0578 g, 55% yield). MS (ESI) m/z 494.

As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Patent; Wyeth; US2006/264631; (2006); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

1593-08-4, 2-Formylquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1593-08-4

General procedure: To a stirred solution of amine (6) (100 mg,0.407 mmol) in ethanol was added amines (7.1-7.9) (0.407mol) followed by anhydrous sodium sulphate (0.407 mmol) and stirred at 50 C for 1 h. The hot homogenous solution was filtered and cooled to 5 C to isolate the corresponding imines (8.1-8.9) in quantitative yields.

As the paragraph descriping shows that 1593-08-4 is playing an increasingly important role.

Reference£º
Article; Sreedhar, Pandiri; Srinivas, Gudipati; Raju, Rallabandi Madhusudan; Asian Journal of Chemistry; vol. 28; 7; (2016); p. 1603 – 1606;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

2958-87-4, 2,3,6-Trichloroquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2958-87-4

To a solution of 2,3,6-trichloro-quinoxaline (100 mg, 0.43 mmol) in DMF (3 mL) was added N-methylpiperazine (0.47 mL, 0.43 mmol). The reaction mixture was stirred for 12 h, and then the solvent was removed in vacuo. The residue was purified by silica gel chromatography to give 47 mg of 2,6-dichloro-3-(4-methyl-piperazin-1-yl)-quinoxaline and 28 mg of 3,6-dichloro-2-(4-methyl-piperazin-1-yl)-quinoxaline. 2,6-Dichloro-3-(4-methyl-piperazin-1-yl)-quinoxaline: 1H NMR (400 MHz, CDCl3): 7.80 (d, J=2.3 Hz, 1H), 7.77 (d, J=8.8 Hz, 1H), 7.46-7.43 (dd, J=8.8, 2.3 Hz, 2H), 3.63-3.62 (m, 4H), 2.64-2.61 (m, 4H), 2.38 (s, 3H). 3,6-Dichloro-2-(4-methyl-piperazin-1-yl)-quinoxaline: 1H NMR (400 MHz, CDCl3): 7.85 (d, J=2.3 Hz, 1H), 7.75 (d, J=8.8 Hz, 1H), 7.59-7.56 (dd, J=8.8, 2.3 Hz, 2H), 3.63-3.61 (m, 4H), 2.64-2.62 (m, 4H), 2.39 (s, 3H).

As the paragraph descriping shows that 2958-87-4 is playing an increasingly important role.

Reference£º
Patent; Edwards, James P.; Venable, Jennifer D.; US2005/70527; (2005); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

49679-45-0, Ethyl 3-chloroquinoxaline-2-carboxylate is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,49679-45-0

STEP A: 1-carbethoxycarbonylmethyl-2-amino-3-carbamoyl-quinoxalinium bromide A solution of 1 g of 2-amino-3-carbamoyl-quinoxaline prepared from 2-chloro-3-carbethoxy-quinoxaline by the method of Gowenlock et al [J. Chem. Soc., 1945, p. 622-5] in 50 ml of dimethoxy ethane and ethyl bromopyruvate was stirred for 2 days and was filtered to obtain 1.44 g of 1-carbethoxycarbonylmethyl-2-amino-3-carbamoyl-quinoxalinium bromide as a yellow crystalline solid.

As the paragraph descriping shows that 49679-45-0 is playing an increasingly important role.

Reference£º
Patent; Roussel Uclaf; US4254123; (1981); A;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

50998-17-9, 6-Bromoquinoxaline is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,50998-17-9

In toluene (8 mL) was placed 1- (diphenylmethylene)hydrazine (1.00 g, 5.10 mmol), palladium acetate (10.4 mg, 0.0464 mmol) and 2-(diphenylphosphino)- 1 -(2-(diphenylphosphino)naphthalen- 1 -yl)naphthalene (44 mg, 0.0696 mmol) and the reaction was stirred at 100 C under Ar for 5 min and then cooled to RT. To this dark purple solution was added 6-bromoquinoxaline (970 mg, 4.64 mmol), sodium t-butoxide (624 mg, 6.50 mmol) and toluene (2 mL). The reaction was placed under Ar and warmed to 100 C for 5 hrs, cooled to RT and stirred overnight. The reaction was diluted with ether (50 mL) and water (30 mL) and filtered through a Celite pad. The pad was washed with ether (20 mL) and water (20 mL). The combined organic layers were washed with brine (50 mL), dried (Na2SC>4), concentrated in vacuo and purified by chromatography (ethyl acetate/hexanes) to give l-(diphenylmethylene)-2- (quinoxalin-6-yl)hydrazine (305 mg, 20% yield) as a bright yellow foam. FontWeight=”Bold” FontSize=”10″ H NMR (300 MHz, DMSO-i/e) delta 7.35-7.41 (m, 5 H), 7.51-7.53 (m, 2 H), 7.58-7.65 (m, 3 H), 7.75 (s, 1 H), 7.89 (s, 2 H), 8.61 (s, 1 H), 8.74 (s, 1 H), 9.60 (s, 1 H); MS (ESI) m/z: 325.0 (M+H+).

As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.

Reference£º
Patent; DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel L.; PETILLO, Peter A.; KAUFMAN, Michael D.; WO2013/36232; (2013); A2;,
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

To a stirred suspension of the boronic ester obtained from Preparation 16 (217 mg, 0.49 mmol) in 1 ,2-dimethoxyethane (1.50 mL), was added the compound obtained from Preparation 30 (100 mg, 0.41 mmol), Pd(dppf)CI2.DCM (34 mg, 0.04 mmol) and 2M sodium carbonate solution (0.62 mL, 1.23 mmol). The mixture was degassed and put under nitrogen three times. It was then stirred at 300C overnight. The resulting dark brown mixture was partitioned between ethyl acetate (5 mL) and saturated sodium bicarbonate solution (5 mL). The organic phases were extracted and the aqueous phase was washed with more EtOAc (5 mL). The organic phases were combined, dried (Na2SO4), filtered and concentrated in vacuo. The resulting crude material was purified by column chromatography on silica gel (dry loaded redisep 4 g, 0 to100 % ethyl acetate, heptane) to give 163 mg of the title compound as a yellow solid.1H-NMR (400 MHz, DMSO-d6): delta= 12.02 (1 H, m), 9.64 (1 H, m), 8.42-8.33 (3H, m), 8.09 (1 H, d), 8.02-7.95 (3H, m), 4.89-4.75 (1 H, m), 3.56 (1 H, m), 3.38 (1 H, m), 2.22 (1 H, m), 2.03-1.80 (3H, m), 1.45-1.11 (9H, m). LCMS (run time = 6 min): Rt = 2.76 min; m/z 520; 522 [M+H]+

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

Reference£º
Patent; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); 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.7712-28-9,3-(3-Hydroxyquinoxalin-2-yl)propanoic acid,as a common compound, the synthetic route is as follows.,7712-28-9

General procedure: In a typical reaction, AMA 2:3 (10mmol), the corresponding carboxylic acid (1mmol) and the alcohol (2ml) were mixed in the provided reaction glass tube equipped with a screw cap and magnetic agitation until a wet mixture was achieved. The reaction mixture was irradiated with microwaves (Anton Parr Monowave 300 reactor) at 120C for 10-25min. On cooling, the mixture was diluted with DCM (41mL), and filtered over celite. Then the filtrate was washed with Na2CO3 (ss) and water. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to give the ester.

As the paragraph descriping shows that 7712-28-9 is playing an increasingly important role.

Reference£º
Article; Estrin, Dario; Fabian, Lucas; Gomez, Natalia; Moglioni, Albertina; Salvatori, Melina; Taverna Porro, Marisa; Turk, Gabriela; European Journal of Medicinal Chemistry; vol. 188; (2020);,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.879-65-2,2-Quinoxalinecarboxylic acid,as a common compound, the synthetic route is as follows.,879-65-2

Example 99N-((ls,4s)-4-(2-(4′-(2-((3S,5R)-3,5-dimethylpiperazin-l-yl)ethyl)biphenyl-3-yloxy)-5- fluoronicotinamido)cyclohexyl)quinoxaline-2-carboxamide Step (a) N-((l s,4s)-4-(5-fluor o-2-(3-iodophenoxy)nicotinamido)cyclohexyl)quinoxaline-2- carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy Nicotinamide (2.56 g, 5.21 mmol) in acetonitrile (100 niL) was added quinoxaline-2-carboxylic acid (0.907 g, 5.21 mmol) and triethylamine (7.26 mL, 52.06 mmol). On addition of triethylamine the reaction mixture became a homogeneous solution. 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (3.48 mL, 5.47 mmol) was then added and the mixture stirred at RT for 2 h. The mixture was evaporated to dryness and the residue dissolved in DCM (150 mL) and washed with saturated NaHCCh (aq), brine, dried (MgSO4) and evaporated to give the sub-title compound as a light brown foam. Yield: 3.08 g 1H NMR (400 MHz, CDCl3) delta 9.67 (s, IH), 8.37 (dd, J= 8.1, 3.2 Hz, IH), 8.22 – 8.18 (m, IH), 8.11 – 8.07 (m, 2H), 7.95 (d, J= 6.9 Hz, IH), 7.91 – 7.85 (m, 3H), 7.64 – 7.59 (m, IH), 7.59 – 7.56 (m, IH), 7.20 – 7.14 (m, 2H), 4.33 – 4.24 (m, IH), 4.24 – 4.13 (m, IH), 2.07 – 1.82 (m, 6H), 1.80 – 1.67 (m, 2H). MS: [M+H]+ = 612 (MultiMode+).

As the paragraph descriping shows that 879-65-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider