Heterocyclic Building Blocks-phthalazine

103119-78-4, 5-Bromophthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(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).

As the paragraph descriping shows that 103119-78-4 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); 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.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.

EXAMPLE A.4. Compound c-3 (127l): 4-(4-fluoro-3-(4-(2-(3-iodophenyl)acetyl)piperazine-l-carbonyl)- benzyl)phthalazin-l(2H)-one. A solution of 3-iodophenyl acetic acid (6.5 mg, 0.048 mmol), l-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) (10.5 mg, 0.055 mmol), N-hydroxy succinimide (NHS) and 600 mu DM F was stirred for 30 min at room temperature. Then, 4-(4-fluoro-3-(piperazine-l-carbonyl)benzyl)- phthalazin-l(2H)-one (10 mg, 0.0275 mmol) was added to the solution and the mixture was stirred at room temperature overnight. The reaction was washed with 500 mu of H20 and extracted with 500 mu dichloromethane (DCM). The resulting organic solution was purified on silica gel, using a gradient elution from neat DCM to DCM/hexane 5:1 to obtain the desired product as a white solid (3 mg, 20% yield). 1H NMR (CDCI3) delta = 9,82 (s, 1H), 8.40-8.38 (m, 1H), 7.71-7.69 (m, 2H), 7.55-7.53 (m, 1H), 7.51-7.50 (m, 2H), 7.25-7.24 (m, 2H), 7.09-6.90 (m, 3H), 4.20 (s, 2H), 3.64-3.31 (m, 8H), 2.84 (s, 2H). LC-ESI-MS (+) m/z = 633.1 [M+Na+]+. HRMS-ESI [M+H+]+ m/z calculated for [C28H24FIN403]+ 611.0955, found 611.0948.

763111-47-3 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one 11726399, aphthalazine compound, is more and more widely used in various.

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

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

The reaction was carried out in a round-bottom flask fitted with a magnetic stirrer bar. To a suspension of phthalazin-1(2H)-one (2) or 2-methylphthalazin-1(2H)-one (5) or pyridopyridazinone 8 (6.84mmol) in water (55mL) (Method A) or in the acetate buffer solution pH=5.8 (55mL) (Method B), was added potassium bromide (8.44mmol) and bromine (8.44mmol) at an ambient temperature. The mixture was then stirred for 6h at an ambient temperature, and next the whole was heated to boiling and stirred for 25h until the bromine colour entirely disappeared. After cooling to an ambient temperature (in the case of 9 the mixture was adjusted to pH 7 with saturated NaHCO3) the separated solid was collected by filtration and washed with water (5mL). The crude product was purified by flash chromatography. 4.4.1 4-Bromophthalazin-1(2H)-one (3) (Path A) White solid; Yield: 693 mg, 45% (Method A), 1.02 g, 66% (Method B); Mp: 279-281 C, (lit. 277-279 C;273 C ); Rf (DCM/AcOEt/Hex 6:1:1)=0.24; FTIR (KBr): nu=3022, 2931, 2892, 1671, 1659 (C=O), 1581 cm-1; 1H NMR (600 MHz, DMSO-d6): delta=12.94 (s, 1H, NH), 8.26 (d, J=7.9 Hz, 1H, 8 Ar-H), 8.06-8.01 (m, 1H, Ar-H), 7.97-7.91 (m, 2H, Ar-H); 13C NMR (150 MHz, DMSO-d6): delta=159.1 (C=O), 134.8, 133.1, 129.9, 129.4, 128.2, 127.6, 126.5 ppm; HRMS (ESI) m/z: calcd for C8H6BrN2O [M+H]+ 224.9658, found 224.9658.

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

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

To a stirred solution of tert-butyl acetate(2.67 g, 3.08 mL, 23.0 mmol) in dry THF (40 mL) at ?78 ¡ãC was added dropwise n-butyllithium(2.5 M in hexanes, 7.68 mL, 19.2 mmol) over a period of 30 min. The solution was warmed to ?25 ¡ãCand stirred at this temperature for a period of 30 min. To this reaction mixture was added a solution of1 (2.00 g, 15.4 mmol) in dry THF (25 mL), and stirring was continued for an additional 30 min at 0 ¡ãC.The reaction mixture was poured into saturated NH4Cl (100 mL) and extracted with EtOAc (3 ¡Á 50 mL).The organic extracts were washed with saturated NaCl (50 mL), dried (MgSO4) and concentrated toafford 8 as a light brown oil. The crude product 8 was then dissolved in DCM (50 mL), andtriethylamine (1.86 g, 2.56 mL, 18.4 mmol) was added, followed by dropwise addition of acryloylchloride (1.39 g, 1.25 mL, 15.4 mmol) at 0 ¡ãC. The reaction mixture was stirred at 0 ¡ãC for a period of2 h. The reaction was quenched with saturated NaCl (50 mL), and the organic layer was separated. Theaqueous layer was extracted with DCM (2 ¡Á 50 mL) and the combined organic layers were washedwith saturated NaCl (50 mL), dried (MgSO4), filtered, and concentrated to afford the crude product.The crude product was purified on a silica gel column eluted with hexanes?EtOAc (4:1) to afford 9a(4.00 g, 87percent) as a colorless liquid.

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

Reference£º
Article; Nammalwar, Baskar; Muddala, N.Prasad; Bourne, Christina R.; Henry, Mary; Bourne, Philip C.; Bunce, Richard A.; Barrow, Esther W.; Berlin, K.Darrell; Barrow, William W.; Molecules; vol. 19; 3; (2014); p. 3231 – 3246;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

253-52-1, Phthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. A solution of phthalazine (2.5 g, 19.2 mmol) in concentrated sulfuric acid (30 mL) is treated slowly with potassium nitrate (2 g, 19.2 mmol). After 18 h the solution is cooled. Water (30 mL) is added. The solution is basified using 10 M NaOH to pH 13 (litmus). The solution is cooled for 18 h, filtered to give 5-nitro-phthalazine (0.93 g).

253-52-1 Phthalazine 9207, aphthalazine compound, is more and more widely used in various.

Reference£º
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

253-52-1, Phthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of furan (1.20 g,17.6 mmol) in dry THF (20 mL) was added dropwise n-butyllithium (2.5 M in hexanes, 7.30 mL,18.3 mmol) over a period of 30 min at ?78 ¡ãC. The solution was warmed to ?25 ¡ãC, and stirring wascontinued at this temperature for 30 min. The reaction mixture was cooled back to ?78 ¡ãC, and asolution of 1 (2.00 g, 15.3 mmol) in dry THF (20 mL) was added dropwise over 30 min. The reaction mixture was stirred at this temperature for 2 h. The mixture was poured into saturated NH4Cl(100 mL) and extracted with ethyl acetate (3 ¡Á 50 mL). The combined organic extracts were thenwashed with saturated NaCl (50 mL), dried (MgSO4), filtered, and concentrated under vacuum toafford 3f as a light brown oil. The crude product 3f was dissolved in DCM (30 mL), and triethylamine(2.37 g, 3.26 mL, 23.4 mmol) was added, followed by dropwise addition of acryloyl chloride (1.59 g,1.43 mL, 17.6 mmol) at 0 ¡ãC. The reaction mixture was stirred at 0 ¡ãC for 2 h. The reaction was thenquenched with saturated NaCl (25 mL), and the organic layer was separated. The aqueous layer wasextracted with DCM (2 ¡Á 30 mL), and the combined organic extracts were washed with saturated NaCl(50 mL), dried (MgSO4), filtered, and concentrated to afford the crude product. The product waspurified on a silica gel column eluted with hexanes?EtOAc (7:3) to afford 4f (2.66 g, 60percent) as a yellowliquid.

As the paragraph descriping shows that 253-52-1 is playing an increasingly important role.

Reference£º
Article; Nammalwar, Baskar; Muddala, N.Prasad; Bourne, Christina R.; Henry, Mary; Bourne, Philip C.; Bunce, Richard A.; Barrow, Esther W.; Berlin, K.Darrell; Barrow, William W.; Molecules; vol. 19; 3; (2014); p. 3231 – 3246;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

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%).

763111-47-3 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one 11726399, aphthalazine compound, is more and more widely used in various.

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

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

A mixture of 3-(2-bromoethoxy)benzaldehyde (6.00 g), 1(2H)-phthalazinone (4.21 g), potassium carbonate (7.24 g) and N,N-dimethylformamide (40 ml) was stirred at 80C for 5 hours. After cooling, the reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated to obtain 3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde (6.94 g, yield 90%) as colorless crystals. This was recrystallized from acetone-hexane. Melting point: 110-111C

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1228067; (2004); B1;,
Phthalazine – Wikipedia
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

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;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem