Category: 76240-49-8

6-Bromophthalazine-1,4-diol, cas is 76240-49-8, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,76240-49-8

To a solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione (CAS 76240-49-8, 36.0 g, 150 mmol) and Et3N (37.5 g, 375 mmol) in DCM (1.0 L) was added Tf20 (42.3 g, 150 mol) dropwise over 1 h. The mixture was stirred at 0 C for 2 h and then kept at 15 C for 16 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash column(petroleum ether: EtOAc from 5:1 to 3:1) to give a mixture of the title compounds (9.0 g, 16% yield) as a white solid.

As the rapid development of chemical substances, we look forward to future research findings about 76240-49-8

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CUMMING, John G.; LIN, Xianfeng; LIU, Haixia; NAJERA, Isabel; QIU, Zongxing; SANDRIN, Virginie; TANG, Guozhi; WU, Guolong; (204 pag.)WO2018/1948; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Name is 6-Bromophthalazine-1,4-diol, as a common heterocyclic compound, it belongs to phthalazine compound, and cas is 76240-49-8, its synthesis route is as follows.,76240-49-8

Step 2: 6-bromo-1,4-dichlorophthalazine A solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione from Step 1 (4.86 g, 20.16 mmol) in POCl3 (100 ml) was heated at 120 C. for 16 hr. POCl3 was then removed under reduced pressure and the residue was dissolved in DCM and cold water. Solid NaHCO3 was carefully added till pH=11 was reached, the aq. layer was separated and further extracted with DCM. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give the title compound as a pale yellow solid (4.13 g, 73%); LRMS ESI+ (M+H)+ 279.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazine-1,4-diol

Reference£º
Patent; Harper, Steven; Summa, Vincenzo; Liverton, Nigel J.; McCauley, John A.; Butcher, John W.; Di Filippo, Marcello; Di Francesco, Maria Emilia; Ferrara, Marco; Romano, Joseph J.; Rudd, Michael T.; US2010/183551; (2010); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong phthalazine compound,6-Bromophthalazine-1,4-diol,76240-49-8,Molecular formula: C8H5BrN2O2,mainly used in chemical industry, its synthesis route is as follows.,76240-49-8

To a solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione (CAS 76240-49-8, 36.0 g, 150 mmol) and Et3N (37.5 g, 375 mmol) in DCM (1.0 L) was added Tf20 (42.3 g, 150 mol) dropwise over 1 h. The mixture was stirred at 0 C for 2 h and then kept at 15 C for 16 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash column(petroleum ether: EtOAc from 5:1 to 3:1) to give a mixture of the title compounds (9.0 g, 16% yield) as a white solid; A solution of (6-bromo-4-oxo-3H-phthalazin- 1 -yl) trifluoromethanesulfonate and (7-bromo-4-oxo-3H-phthalazin-1-yl) trifluoromethanesulfonate (9.0 g, 24.1 mmol), (4-tert-butylphenyl)boronic acid (CAS 123324-71-0, 4.2 g, 24.1 mmol), Cu(AcO)2 (8.6 g, 48.2 mmol) and TEA (7.2 g, 72.3 mol) in THF (100 mL) was stirred at 15 C for 16 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (petroleum ether: EtOAc from 20:1 to 10:1) to give [6-bromo-3-(4-tert-butylphenyl)-4-oxo-phthalazin- 1 -yl] trifluoromethanesulfonate (4.0 g, 33.0% yield) and [7- bromo-3 -(4-tert-butylphenyl)-4-oxo-phthalazin- 1 -yl] trifluoromethanesulfonate (3.0 g, 25% yield) as white solids. MS (m/e): 505.1 and 507.1 (M+H)+

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Bromophthalazine-1,4-diol,belong phthalazine compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CUMMING, John G.; LIN, Xianfeng; LIU, Haixia; NAJERA, Isabel; QIU, Zongxing; SANDRIN, Virginie; TANG, Guozhi; WU, Guolong; (204 pag.)WO2018/1948; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

76240-49-8, 6-Bromophthalazine-1,4-diol is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Bromo-2,3-dihydrophthalazine-1 ,4-dione (25. g, 0.10 mol) was added to a mixture of phosphorus oxychloride (100. mL, 1 .06 mol) and thionyl chloride (100. mL, 1 .37 mol) under nitrogen, cooled to 0 C. Once the initial exotherm had subsided the reaction mixture was allowed to warm to ambient temperature and then heated at 100 C for 4 h. The mixture was then cooled to ambient temperature and then concentrated in vacuo. The residue was dissolved in iPrOAc (350 mL) and washed with saturated sodium bicarbonate solution (added until effervescence stopped), a precipitate formed, the two layers were filtered to isolate the first crop of the intermediate. The organic layer was collected and distilled to dryness to give the second crop of the intermediate. The solids were combined and partitioned between 1 ,4-dioxane (200 mL) and 2 N NaOH (100 mL). The resulting mixture was heated at 40 C overnight and then cooled to ambient temperature and left to stand. The solid precipitate was filtered (first crop of product) and the resulting solution partitioned between EtOAc (250 mL) and water (200 mL). Further precipitate formed which was filtered and combined with the first crop of the product, the organic phase was separated and evaporated to dryness to give the second crop of the product. Product isolated is a mixture of two regioisomers, 7-bromo-4-chloro-2H-phthalazin-1 -one and 6- bromo-4-chloro-2H-phthalazin-1 -one, total yield isolated (17.6 g, 68.0 mmol, 66%).1 H NMR (300MHz, DMSO-d6) delta = 13.02 (s, 1 H), 12.98 (s, 1 H), 8.36 (d, J = 2.1 Hz, 1 H), 8.22 (dd, J = 2.1 , 8.6 Hz, 1 H), 8.17 – 8.1 1 (m, 3H), 7.93 (d, J = 8.7 Hz, 1 H). 1 :1 mixture of the two regioisomers.

As the paragraph descriping shows that 76240-49-8 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76240-49-8,6-Bromophthalazine-1,4-diol,as a common compound, the synthetic route is as follows.

To a solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione (CAS 76240-49-8, 36.0 g, 150 mmol) and Et3N (37.5 g, 375 mmol) in DCM (1.0 L) was added Tf20 (42.3 g, 150 mol) dropwise over 1 h. The mixture was stirred at 0 C for 2 h and then kept at 15 C for 16 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash column(petroleum ether: EtOAc from 5:1 to 3:1) to give a mixture of the title compounds (9.0 g, 16% yield) as a white solid; A solution of (6-bromo-4-oxo-3H-phthalazin- 1 -yl) trifluoromethanesulfonate and (7-bromo-4-oxo-3H-phthalazin-1-yl) trifluoromethanesulfonate (9.0 g, 24.1 mmol), (4-tert-butylphenyl)boronic acid (CAS 123324-71-0, 4.2 g, 24.1 mmol), Cu(AcO)2 (8.6 g, 48.2 mmol) and TEA (7.2 g, 72.3 mol) in THF (100 mL) was stirred at 15 C for 16 h. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (petroleum ether: EtOAc from 20:1 to 10:1) to give [6-bromo-3-(4-tert-butylphenyl)-4-oxo-phthalazin- 1 -yl] trifluoromethanesulfonate (4.0 g, 33.0% yield) and [7- bromo-3 -(4-tert-butylphenyl)-4-oxo-phthalazin- 1 -yl] trifluoromethanesulfonate (3.0 g, 25% yield) as white solids. MS (m/e): 505.1 and 507.1 (M+H)+

As the paragraph descriping shows that 76240-49-8 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CUMMING, John G.; LIN, Xianfeng; LIU, Haixia; NAJERA, Isabel; QIU, Zongxing; SANDRIN, Virginie; TANG, Guozhi; WU, Guolong; (204 pag.)WO2018/1948; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76240-49-8,6-Bromophthalazine-1,4-diol,as a common compound, the synthetic route is as follows.

Bromo-4-chloro-2H-phthalazin-l -one and 7-Bromo-4-chloro-2H-phthalazin-l-one; A mixture of 6-Bromo-2,3-dihydro-phthalazine-l,4-dione (4.6g, 19.1 mmol) in SOCl2 (50 mL) and POCl3 (50 mL) was heated at reflux for 4h. The mixture was allowed to cool and concentrated. The residue was taken up in EtOAc (100 mL) and neutralize with sodium bicarbonate. The layers were separated and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was dissolved in dioxane (20OmL) and 2N NaOH (96mL, 191 mmol). The mixture was heated at 40 0C for 2.5h then allowed to cool and concentrated. The residue was triturated with EtOAc (300 mL) and water (200 mL) and the solids were filtered. The organic phase was dried over anhydrous sodium sulfate and concentrated to yield the title compounds (2.3g, 46%); m/z (M+l) = 259.32.

76240-49-8 6-Bromophthalazine-1,4-diol 11379478, aphthalazine compound, is more and more widely used in various.

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76240-49-8,6-Bromophthalazine-1,4-diol,as a common compound, the synthetic route is as follows.

6-Bromo-2,3-dihydrophthalazine-1 ,4-dione (25. g, 0.10 mol) was added to a mixture of phosphorus oxychloride (100. mL, 1 .06 mol) and thionyl chloride (100. mL, 1 .37 mol) under nitrogen, cooled to 0 C. Once the initial exotherm had subsided the reaction mixture was allowed to warm to ambient temperature and then heated at 100 C for 4 h. The mixture was then cooled to ambient temperature and then concentrated in vacuo. The residue was dissolved in iPrOAc (350 mL) and washed with saturated sodium bicarbonate solution (added until effervescence stopped), a precipitate formed, the two layers were filtered to isolate the first crop of the intermediate. The organic layer was collected and distilled to dryness to give the second crop of the intermediate. The solids were combined and partitioned between 1 ,4-dioxane (200 mL) and 2 N NaOH (100 mL). The resulting mixture was heated at 40 C overnight and then cooled to ambient temperature and left to stand. The solid precipitate was filtered (first crop of product) and the resulting solution partitioned between EtOAc (250 mL) and water (200 mL). Further precipitate formed which was filtered and combined with the first crop of the product, the organic phase was separated and evaporated to dryness to give the second crop of the product. Product isolated is a mixture of two regioisomers, 7-bromo-4-chloro-2H-phthalazin-1 -one and 6- bromo-4-chloro-2H-phthalazin-1 -one, total yield isolated (17.6 g, 68.0 mmol, 66%).1 H NMR (300MHz, DMSO-d6) delta = 13.02 (s, 1 H), 12.98 (s, 1 H), 8.36 (d, J = 2.1 Hz, 1 H), 8.22 (dd, J = 2.1 , 8.6 Hz, 1 H), 8.17 – 8.1 1 (m, 3H), 7.93 (d, J = 8.7 Hz, 1 H). 1 :1 mixture of the two regioisomers.A stirred solution of 7-bromo-4-chloro-2H-phthalazin-1 -one and 6-bromo-4- chloro-2H-phthalazin-1 -one (8.82 g, 33.99 mmol) (-1 :1 mixture of isomers), tris(dibenzylideneacetone)dipalladium(0) (1 .56 g, 1 .7 mmol) and Xantphos (1 .97 g, 3.4 mmol) in 1 ,4-dioxane (200 mL) was degassed with nitrogen. N,N-Diisopropylethylamine (12.1 mL, 68.0 mmol) and benzyl mercaptan (7.98 mL, 68.0 mmol) were then added sequentially to the flask, and the resulting mixture was heated at 60 C for 18 h.The two flasks were combined and distilled to dryness, the residue was suspended in DCM (200 mL). The mixture was agitated for 30 min and filtered to give the desired product as a -1 :1 mixture of regioisomers 7-benzylsulfanyl-4-chloro-2H-phthalazin- 1 -one and 6-benzylsulfanyl-4-chloro-2H-phthalazin-1 -one. The mixture of isomers was recrystallised with acetic acid (200 mL), with a hot filtration to remove inorganic impurities. The resulting crystalline solid was filtered, washed with AcOH and minimal amount of ether, yielding a white solid which was dried in the vacuum oven at 40 C, 7-benzylsulfanyl-4- chloro-2H-phthalazin-1 -one (5.35 g, 17.7 mmol, 26%). 1H NMR (300MHz, DMSO-d6) delta = 12.86 (s, 1 H), 8.07 (d, J = 2.1 Hz, 1 H), 7.95 (dd, J = 2.1 , 8.6 Hz, 1 H), 7.87 (d, J = 8.6 Hz, 1 H), 7.49 – 7.44 (m, 2H), 7.37 – 7.24 (m, 3H), 4.49 (s, 2H)

The synthetic route of 76240-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

76240-49-8, 6-Bromophthalazine-1,4-diol is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 78: ^Chloro-beta-tS-piperidin-l-ylmethyl-benzylaminoJ-lH-phthalazin-l- one; 6-Bromo-4-chloro-2H-phthalazin-l-one; A mixture of 6-bromo-2,3-dihydro-phthalazine-l,4-dione (42.8 g, 178 mmol) in POCl3 (300 mL) was heated at reflux for 3h. The mixture was allowed to cool and concentrated. The residue was taken up in EtOAc (400 mL) and water (200 mL), and neutralized with sodium bicarbonate. The layers were separated, aqueous layer was extracted with EtOAc (3×200 mL), and combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was dissolved in dioxane (300 mL) and 2N NaOH (25OmL). The mixture was heated at 500C for 30min, poured into water (3L), and stirred for 15 min. Solid was filtered and dried in vacuum at room temperature to give title compound as a greenish solid (12.0 g, 24.3%). M/z (M+l) = 259.32.

The synthetic route of 76240-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

76240-49-8, 6-Bromophthalazine-1,4-diol is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione (CAS 76240-49-8, 36.0 g, 150 mmol) and Et3N (37.5 g, 375 mmol) in DCM (1.0 L) was added Tf20 (42.3 g, 150 mol) dropwise over 1 h. The mixture was stirred at 0 C for 2 h and then kept at 15 C for 16 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash column(petroleum ether: EtOAc from 5:1 to 3:1) to give a mixture of the title compounds (9.0 g, 16% yield) as a white solid.

76240-49-8 6-Bromophthalazine-1,4-diol 11379478, aphthalazine compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CUMMING, John G.; LIN, Xianfeng; LIU, Haixia; NAJERA, Isabel; QIU, Zongxing; SANDRIN, Virginie; TANG, Guozhi; WU, Guolong; (204 pag.)WO2018/1948; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem