Category: phthalazine

As a common heterocyclic compound, it belongs to phthalazine compound, name is 1,4-Dichloro-5-fluorophthalazine, and cas is 23928-47-4, its synthesis route is as follows.,23928-47-4

A solution of l,4-dichloro-5-fluorophthalazine (79.5 mg, 0.44 mmol) and N- methyl-p-anisidine (78.0 mg, 0.57 mmol) in /-PrOH (3 mL) was heated to reflux for 1.5 h. The reaction mixture was cooled to rt and then concentrated onto a mixture of SiO2 and Na2CO3. The reaction mixture was purified by two gradient MPLC columns (SiO2, 0 to 100 %, EtOAc/hexanes, 30 min; then SiO2, 0 to 30 %, EtOAc/hexanes, 30 min.) to EPO provide 14.5 mg (15 %) of the title compounds as a 2:1 mixture. Major Isomer: 1H NMR (DMSO-J6) delta 7.98 – 8.04 (m, 1 H), 7.77 (td, 1 H), 7.24 (ddd, 1 H), 6.85 – 6.91 (m, 2 H), 6.73 – 6.79 (m, 2 H), 3.76 (s, 3 H), 3.59 (s, 3 H). MS (ES) 318 (M + H). Minor Isomer: 1H NMR (DMSO-J6) delta 7.44 (td, 0.5 H), ,7.32 – 7.44 (m, 1 H), 6.97 – 7.04 (m, 1 H), 6.80 – 6.87 (m, 1 H), 3.79 (s, 1.5 H), 3.58 (s, 1.5 H). MS (ES) 318 (M + H).

With the complex challenges of chemical substances, we look forward to future research findings about 23928-47-4,belong phthalazine compound

Reference£º
Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2006/74223; (2006); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

A common heterocyclic compound, the phthalazine compound, name is 7-Bromophthalazin-1(2H)-one,cas is 152265-57-1, mainly used in chemical industry, its synthesis route is as follows.,152265-57-1

Bis(pinacolato)diboron (1.1 equiv), potassium acetate (3.5 equiv) and 1,1′- bis(diphenylphosphino)ferrocene (0.05 equiv) were dissolved in dioxane. The mixture was degassed with nitrogen for 20 minutes before the addition of PdCl2(dppf) (0.05 equiv). The mixture was degassed for a further 5 minutes. The mixture was heated to reflux for 16 hours and then allowed to cool to room temperature. Water was added to the mixture before it was extracted with EtOAc (2 X 2 reaction volumes). The combined organic fractions were dried (MgSO4), filtered aned concentrated in vacuo before being purified by flash chromatography (SiO2) neat hexanes going to 1 : 1 – Hexanes:EtOAc then neat EtOAc to give the desire product as a white crystalline solid.7-(4,4,5,5-Tetramethyl-[l,3,2]dioxaborolan-2-yl)-2H-phthalazin-l-one: (86 % yield, 92 % purity) m/z (LC-MS5ESP): 191.3 [M+H]+, R/T = 2.29 min)

As the rapid development of chemical substances, we look forward to future research findings about 152265-57-1

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/23161; (2008); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO246,mainly used in chemical industry, its synthesis route is as follows.,763111-47-3

General procedure: Intermediates 8 (1 eq) and respective 9-chloroacridine derivatives 4a-4f (1.1 eq) were added to a round flask, and then excessphenol was added as solvent. The reaction system was warmed up to 60 C until phenol was melted and stirred for 0.5 h under argonprotection. Then the mixture was warmed up to 120 C and continued to reaction for more 2 h. After the reaction was completed, themixture was added to ethyl ether drop by drop [2]. The precipitate was filtered and washed twice with new ethyl ether to give pureproducts 9a-9f, which were then characterized by 1H NMR, 13C NMR, melting point and high resolution mass spectrum (HRMS, ESI).

With the complex challenges of chemical substances, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,belong phthalazine compound

Reference£º
Article; Dai, Qiuzi; Chen, Jiwei; Gao, Chunmei; Sun, Qinsheng; Yuan, Zigao; Jiang, Yuyang; Chinese Chemical Letters; vol. 31; 2; (2020); p. 404 – 408;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, cas is 763111-47-3, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,763111-47-3

An appriopriate aldehyde (0.2 mmol) and 4- [4-FLUORO-3- (PIPERAZINE-L- carbonyl) BENZYL]-2H-PHTHALAZIN-1-ONE (2) (0.24 mmol) were dissolved in dichloromethane (2 ml). Sodium triacetoxyborohydride (0.28 mmol) and glacial acetic acid (6.0 mmol) were then added and stirred at room temperature for 16 hours. The reaction mixtures were then purified by preparative HPLC.

763111-47-3 is used more and more widely, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; MAYBRIDGE LIMITED; WO2004/80976; (2004); 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

7-Bromophthalazin-1(2H)-one, cas is 152265-57-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,152265-57-1

To a stirred solution of 7-bromophthalazin-l(2H)-one (1,00 g, 4.44 mmol, 1,0 eq) in DMF (10 ml) was added 2-(chloromethyl)- oxirane (1.24 g, 13 3 mmol, 3.0 eq) and CS2CO3 (4.35 g, 13.3 mmol, 3.0 eq), and the resultant mixture was heated to 90 C for 0.5 hour. The reaction mixture was diluted with cold water, and was extracted with EA. Organic phase was washed with water twice followed by brine, dried over MgS04, and was concentrated to dryness. The obtained residue was used directly in next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 7-Bromophthalazin-1(2H)-one

Reference£º
Patent; PHARMABLOCK SCIENCES (NANJING), INC.; LIU, Liu; LI, Jin; YANG, Minmin; (126 pag.)WO2019/173804; (2019); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile, cas is 1021298-68-9, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,1021298-68-9

(c) 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid (D) 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzonitrile (ED) (9.60 g, 34.37 mmol) and water (40 ml) were stirred at 200C. 2M Sodium hydroxide (36 ml, 72.00 mmol) was added, the reaction mixture warmed to 9O0C and held at this temperature overnight. The reaction mixture was cooled to room temperature and filtered. The filter pad was washed with water (10 ml) and the combined filtrate added to 2M HCI (56 ml, 112.00 mmol) at 600C over 40 minutes. The resulting suspension was cooled to 50C and filtered, washed with water (57 ml) and dried in vacuo at up to 6O0C to give the title compound as a white solid (9.72 g).Mass Spectrum: MH+ 2991 H NMR (400MHz. DMSO-d6) delta: 4.36 (s, 2H), 7.24 (dd, 1 H), 7.59 (m, 1 H), 7.84 (dt, 2H), 7.90(dt, 1 H), 7.98 (d, 1 H), 8.27 (dd, 1 H), 12.59 (s, 1 H), 13.22 (br s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/47082; (2008); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong phthalazine compound,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,763111-47-3,Molecular formula: C20H19FN4O2,mainly used in chemical industry, its synthesis route is as follows.,763111-47-3

Orapanib intermediate (B) (0.77 kg, 2.10 mol) obtained in step (1) and triethylamine (0.88 kg, 6.32 mol) were added to methylene chloride (5.0 L) and stirred to control temperature 15 CAdd dropwise cyclopropyl carbonyl chloride (0.35L, 3.83mo 1), the dropwise addition, the reaction was stirred at 20-30 C 3h.Add appropriate amount of water, stirring 2h, suction filtration to obtain olaparib (0.79kg, a yield of 87%, a purity of 99.7%).

With the synthetic route has been constantly updated, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,belong phthalazine compound

Reference£º
Patent; Shiyao Group Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; Wang Liwei; Zhang Hongfen; Zheng Ligang; Ji Dehua; Sun Xiaowei; Yu Pu; Guo Xiaofeng; (8 pag.)CN106928149; (2017); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

It is a common heterocyclic compound, the phthalazine compound, 5-Bromophthalazine, cas is 103119-78-4 its synthesis route is as follows.,103119-78-4

(2) N-(2-chloro-5-(5-phthalazinyl)-3-pyridinyl)-4-fluorobenzenesulfonamide:; A suspension of N-(2-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4- fluorobenzenesulfonamide (149 mg, 362 mumol), 5-bromophthalazine (63 mg, 301 mumol), dichloro[l,rbis(diphenylphoshino)ferrocene]palladium(II)dichloromethane adduct (17 mg, 23 mumol), and Na2Cpsi3 (96 mg, 904 mumol) in 1,4-dioxane (2 mL) and water (1 mL) was spurged with nitrogen for 5 minutes, then heated to 100 0C for 2 hours. The reaction was then partitioned between 9: 1 CHC13/IPA (30 mL) and 5percent NaHCO3 (10 mL). The separated organic was dried over Na2SO4, concentrated onto dry silica, and then purified on silica eluting with l->4percent of MeOH/DCM. Product was isolated as light yellow solid. MS (ESI pos. ion) m/z calc’d for Ci9H12ClFN4O2S: 414.0; found 415.0. 1H NMR (400 MHz, DMSO-d6) delta ppm 7.44 (t, J=8.7 Hz, 2 H) 7.83 – 7.90 (m, 2 H) 7.96 (d, J=2.1 Hz, 1 H) 8.04 (d, J=7.0 Hz, 1 H) 8.15 (t, J=7.7 Hz, 1 H) 8.30 (d, J=8.0 Hz, 1 H) 8.51 (d, J= 2.0 Hz, 1 H) 9.43 (s, 1 H) 9.79 (d, J= 1.2 Hz, IH) 10.61 (s, 1 H).

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromophthalazine

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem