Category: phthalazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19064-74-5,6-Bromophthalazine,as a common compound, the synthetic route is as follows.

A glass microwave reaction vessel was charged with 6-bromophthalazine (1.0 g, 5 mmol), tert-butyl 5-(tributylstannyl)thiazol-2-ylcarbamate (4.0 g, 7 mmol), DMF (4 mL), cesium fluoride (1.0 g, 10 mmol), copper(I) iodide (0.2 g, 1.0 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.3 g, 0.2 mmol). The reaction mixture was stirred and heated at 100 C. overnight. The mixture was diluted with DCM (20 mL) and water (5 mL) and filtered through Celite. The organic solution was evaporated under reduced pressure, and the residue was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 5% to 10% MeOH in DCM to provide the title compound (1.19 g, 76%). LCMS (M+H+) 329.3 calc. for C16H16N4O2S 329.3; 1H NMR (400 MHz, CDCl3) delta ppm 9.50 (s, J=13.69 Hz 1H), 9.46 (s, 1H), 8.01 (d, J=1.37, Hz 1H), 7.92 (d, J=8.41 Hz, 1H), 7.81 (s, 1H), 7.58 (s, 1H) 1.40 (s, 9H).

The synthetic route of 19064-74-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; US2007/173506; (2007); 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.253-52-1,Phthalazine,as a common compound, the synthetic route is as follows.

A solution of 3.0g (23.3mmol) of phthalazine in 20mL of concentrated sulfuric acid was brought to 100¡ãC. To the phthalazine solution was added portion-wise 18.8g (186mmol) of potassium nitrate over 1-h time period. After 72h at 100¡ãC, the solution was cooled to room temperature, poured over ice, and neutralized with ammonium hydroxide to produce a yellow-tan precipitate. The precipitate was collected and dried to afford 2.3g (56percent) of the 5-nitrophthalazine intermediate as a light yellow solid. 1H NMR (400MHz, DMSO-d6) delta: 10.2 (s, 1 H), 9.98 (s, 1 H), 8.84 (d, J=7.4Hz, 1H), 8.59 (d, J=7.6Hz, 1H), 8.20 (dd, J=7.4, 14.9Hz, 1H). 13C NMR (100.17MHz, DMSO-d6) delta: 152.1, 146.3, 141.0, 133.2, 131.8, 130.0, 127.4, 118.7.

The synthetic route of 253-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Paige, Mikell; Kosturko, George; Bulut, Gu?llay; Miessau, Matthew; Rahim, Said; Toretsky, Jeffrey A.; Brown, Milton L.; U?ren, Aykut; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 478 – 487;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.253-52-1,Phthalazine,as a common compound, the synthetic route is as follows.

General procedure: N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using a mixture of petroleum ether/EtOAc (v : v = 20 : 1) as eluent to afford the desired pure product.

The synthetic route of 253-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Xiu-Zhi; Zeng, Cheng-Chu; Tetrahedron; vol. 75; 10; (2019); p. 1425 – 1430;,
Phthalazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.763111-47-3,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.

Glutaric anhydride (0.50 g, 4.37 mmol) and N,Ndiisopropylethylamine (2.28 mL, 13.11 mmol) were added to a solution of 4-[[4-Fluoro-3-(piperazine-1-carbonyl)phenyl]methyl]-2H-phthalazin-1-one (2) (1.60 g, 4.37 mmol) in dichloromethane (50 mL) and the reaction mixture and stirred for 30 minutes. Water (50 mL) was then added and the reaction mixture stirred for another 30 minutes. The reaction mixture was acidified with HCl to pH 2, the organic phase separated and the aqueous phase extracted with dichloromethane (3*30 mL). The combined organic phases were dried over MgSO4 and volatiles removed in vacuo. The resulting crude material was purified using silica chromatography (0%-30% MeOH/DCM), yielding the pure product as an off-white solid (1.52 g, 3.16 mmol, 72%).

The synthetic route of 763111-47-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; Reiner, Thomas; Keliher, Edmund J.; Weissleder, Ralph; US2013/309170; (2013); A1;,
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763111-47-3, 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(4-Fluoro-3-(piperazine-l-carbonyl)benzyl)phthalazin-l(2H)-one (10 mg, 0.0275 mmol) was mixed with HBTU (16 mg, 0.0413 mmol) triethylamine (40 mu, 0.3 mmol) and 4-iodo 3 phenyl propionic acid (7.6 mg, 0.0275 mmol) in 400 mu of acetonitrile, and the solution 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 (7.5 mg, 45%). H NM R (CDCI3) delta = 9.71 (s, 1H), 8.40-8.38 (d, 1H), 7.70-7.69 (m, 2H), 7.64-7.63 (m, 1H), 7.55-7.52 (m, 2H), 7.27-7.25 (m, 2H), 7.00-6.97 (m, 1H), 6.91-6.87 (m, 2H), 4.20 (s, 2H), 3.64-3.11 (m, 8H), 2.87-2.85 (m, 2H), 2.63-2.47 (m, 2H). LC-ESI-MS (+) m/z = 647.1 [M+Na+]+. HRMS-ESI [M+Na+]+ m/z calculated for [C29H26FI N403Na]+ 647.0931, found 647.0941.

As the paragraph descriping shows that 763111-47-3 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119-39-1,Phthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.

To phthalazinone9(0.205 g, 1.40 mmol) in DMF (2 mL) was added NaH (60% dispersion in mineral oil) (0.084 g, 2.10 mmol) and the resulting solution stirred for 30 min at room temperature. Nitroimidazole19(0.27 g, 1.54 mmol) was added and the solution was stirred for 30 min, then quenched on ice. The resulting suspension was filtered, the collected solid washed with water (5 mL), X4 (5 mL) and dried in vacuo to yield10(0.04 g, 10%) as a yellow solid, mp 207-209 C. deltaH((CD3)2SO) 8.49 (1H, s, H-4), 8.29 (1H, dd,J= 7.84, 0.7 Hz, H-8), 7.98 (2H, d,J= 3.7 Hz, H-7, H-6), 7.93-7.87 (1H, m, H-5), 7.19 (1H, s, H-4?), 5.47 (2H, s, CH2), 4.00 (3H, s, CH3). deltaC((CD3)2SO) 158.4 (C = O), 145.6 (C), 138.9 (C), 134.1 (C), 133.9 (C), 132.4 (CH), 129.3 (C), 128.4 (CH), 127.1 (CH), 127.9 (C), 125.9 (CH), 43.6 (CH2), 34.4(CH3). HRMS calcd for C13H12N5O3(M + H)m/z286.0935, found 286.0941. LRMSm/z286.1 (100%, M + H). HPLC purity: 94.4% (effector10: 0.1%).

119-39-1 Phthalazin-1(2H)-one 8394, aphthalazine compound, is more and more widely used in various.

Reference£º
Article; Dickson, Benjamin D.; Wong, Way Wua; Wilson, William R.; Hay, Michael P.; Molecules; vol. 24; 8; (2019);,
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75884-70-7, 6-Bromophthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. 6-Vinylphthalazine-l(2H)-one (BI27): A solution of 6-bromophthalazine- l(2H)-one (0.25 g, 1.11 mmol), potassium vinyl trifluoroborate (0.446 g, 3.33 mmol) and K2CO3 (0.46 g, 3.33 mmol) in DMSO (2 mL) was degassed with argon for 20 min at RT. PdCl2(dppf) (0.04 g, 0.055 mmol) was added at RT, and the reaction mixture was heated to 80 C for 2 h. The reaction mixture was cooled to RT and filtered through celite bed under vacuum and washed with ethyl acetate. The reaction mixture was extracted with ethyl acetate and the combined ethyl acetate layer dried over Na2S04 and concentrated under reduced pressure to afford the crude product. The crude compound was purified by column chromatography (Si02, 100-200 mesh; 50% ethyl acetate/ petroleum ether) to afford the title compound as a brown solid (0.12 g, 63%): ]H NMR (400 MHz, DMSO-d6) delta 13.61 (br, 1H), 8.33 (m, 1H), 8.19 (m, 1H), 8.01 (m, 2H), 6.97 (m, 1H), 6.15 (m, 1H), 5.56 (d, / = 10.8 Hz, 1H); ESIMS m/z 172.93 ([M+H] +); IR (thin film) 1748, 1655, 3241 cm”1.

The synthetic route of 75884-70-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DOW AGROSCIENCES LLC; LO, William C.; HUNTER, James E.; WATSON, Gerald B.; PATNY, Akshay; IYER, Pravin S.; BORUWA, Joshodeep; WO2014/100163; (2014); A1;,
Phthalazine – Wikipedia
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253-52-1, Phthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Phthalazine (1) (91 mg, 0.70 mmol), 1,1-dicyanoalkene 2(0.70 mmol), and isocyanide 3 (0.70 mmol) were dissolvedin acetonitrile (1 ml). After that, distilled water(0.05?0.1 ml) was added to the reaction mixture up tovisible turbidity and stirred at 25?30¡ãC for 12?18 h. Thereaction mixture was evaporated to dryness and product 4was purified by crystallization from ethanol.

The synthetic route of 253-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mironov, Maxim A.; Shulepov, Iliya D.; Kozhikhova, Ksenia V.; Ivantsova, Maria N.; Tokareva, Maria I.; Chemistry of Heterocyclic Compounds; vol. 53; 4; (2017); p. 430 – 433; Khim. Geterotsikl. Soedin.; vol. 53; 4; (2017); p. 430 – 433,4;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

119-39-1, Phthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Method A The Mitsunobu reaction was carried out under argon. Diethyl azodicarboxylate (1.03 mmol, solution in toluene c?40%) was slowly added to a stirred solution of triphenylphosphine (1.03 mmol) in dry THF (10mL) at the temperature between -10C and -5C. Then a solution of phthalazinone 2 (0.684 mmol) in THF (10 mL) was added dropwise. The whole lot was mixed for 15 min at this temperature and next the appropriate alcohol (0.753 mmol) in THF (5 mL) was added at -10 to -5C. The mixture was stirred during 2 h at this conditions, after, which time the reaction mixture was warmed to ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, ethyl ether (5 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography. Method B The Mitsunobu reaction was carried out under argon. To a round bottom flask were added phthalazinone 2 or 3 (1.78 mmol), alcohol (2.67 mmol), triphenylphosphine (2.67 mmol) and THF (40 mL). Then, the solution was cooled to the temperature -20C for 15 min and diethyl azodicarboxylate (2.67mmol, solution in toluene c?40%) was added dropwise to the solution. The reaction was stirred at -20C for 1h, and then the cold bath allowed to slowly warm to an ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, diethyl ether (15 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography.

The synthetic route of 119-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
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Phthalazine | C8H6N2 – PubChem

1021298-68-9, 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(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).

1021298-68-9 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile 24811739, aphthalazine compound, is more and more widely used in various.

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