Month: September 2020

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

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

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

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

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 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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO369,mainly used in chemical industry, its synthesis route is as follows.,763111-47-3

EXAMPLE A.6. Compound c-5 (127l): 4-(4-fluoro-3-(4-(3-(3-iodophenyl)propanoyl)piperazine-1-carbonyl)benzyl)phthalazin-l(2H)-one. A solution of 4-(4-fluoro-3-(piperazine-l-carbonyl)benzyl)phthalazin-l(2H)-one (10 mg, 0.0275 mmol), HBTU (16 mg, 0.0413 mmol) triethylamine (40 mu, 0.3 mmol) and 3-(3-iodophenyl)propionic acid (7.6 mg, 0.0275 mmol) in 400 mu of acetonitrile was stirred overnight at room temperature. The crude product was then purified by preparative HPLC and the isolated product dried at vacuum to obtain a white solid (5.1 mg, 38%). 1H NMR (CDCI3) delta = 10.33 (s, 1H), 8.41-8.39 (d, 1H), 7.71-7.63 (m, 3H), 7.51-7.45 (m, 2H), 7.27-7.25 (m, 2H), 7.12-6.92 (m, 3H), 4.22 (s, 2H), 3.65-3.12 (m, 8H), 2.88- 2.83 (m, 2H), 2.59-2.48 (m, 2H). LC-ESI-MS (+) m/z = 647.1 [M+Na+]+. HRMS-ESI [M+H+]+ m/z calculated for [C29H26FIN403 625.1112, found 625.1111.

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; MEMORIAL SLOAN KETTERING CANCER CENTER; REINER, Thomas; LEWIS, Jason S.; WEBER, Wolfgang; RODRIGUEZ, Beatriz Salinas; CARNEY, Brandon; CARLUCCI, Giuseppe; (89 pag.)WO2016/33293; (2016); 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: C8H14ClNO86,mainly used in chemical industry, its synthesis route is as follows.,1021298-68-9

Preparation of 2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid To the mixture of 2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile (1.2 g, 4.5 mmol) in water (6.5 ml) was added aqueous sodium hydroxide (0.84 g in 1.6 ml of water) drop-wise, then heated at 90 for 1 h. After cooled to 70, hydrazine hydrate (6.4 ml) was added and the reaction mixture was heated at 70 for overnight. Then the reaction mixture was cooled to room temperature, and adjusted to PH 3-4 by adding aqueous HCl (2N). The precipitated solid was collected by filtration, washed with water, and dried in vacuo to afford the target compound (0.9 g, 70%) as a pink solid, used in next step without further purification. m/z [M-1]- 296.90 1HNMR (DMSO-d6): delta 13.22 (1H, brs), 12.61 (1H, s), 8.27 (1H, m), 7.99-7.81 (4H, m), 7.59 (1H, m), 7.25 (1H, m), 4.36 (2H, s)

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

Reference£º
Patent; SHANGHAI DE NOVO PHARMATECH CO LTD.; Gao, Daxin; US2013/224107; (2013); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

6-Bromophthalazine, cas is 19064-74-5, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,19064-74-5

A mixture of 6-bromophthalazine (0.11 g, 0.50 mmol), 6-chloro-N-methyi-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine (0.16 g, 0.58 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2’bi(1 ,3,2-dioxaborolane) (0.14 g, 0.55 mmol), potassium acetate (0.15 g, 1.5 mmol) and [1, 1 ‘bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (0.04 g, 0.05mmol) in dioxane (3 ml) was heated at 80 oc for 3 h. Potassium carbonate (0.20 g, 1.5 mmol) and10 water (0.4 ml) were added and the mixture was stirred for 48 hat 90 C. After cooling, the reactionwas purified by solid phase extraction (SiliaBond Carbonate, MeOH as eluent). After evaporationof the solvent under reduced pressure, the material afforded was purified via reverse phasepreparative HPLC using 5 to 95% acetonitrile in water modified with 3% n-PrOH. LCMS: Rt = 0.43min [M+H] (LCMS method Q); 377.245; 1H NMR (400 MHz, DMSO-d6) o 9.74-9.62 (m, 2H), 8.7515 (s, 1H), 8.74 (dd, J= 8.5, 2.0 Hz, 1H), 8.23 (d, J= 8.5 Hz, 1H), 8.12 (d, J= 9.5 Hz, 1H), 7.19 (d, J=9.5 Hz, 1H), 5.19 (tt, J= 12.0, 3.5 Hz, 1H), 2.98 (s, 3H), 1.56 (dd, J= 12.0, 3.5 Hz, 2H), 1.45 (t, J=12.0 Hz, 2H), 1.27 (s, 6H), 1.10 (s, 6H).

19064-74-5 is used more and more widely, we look forward to future research findings about 6-Bromophthalazine

Reference£º
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem