Category: phthalazine

6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, cas is 1242156-59-7, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,1242156-59-7

Step 2. In a 25 mL container, 1-(3-bromo-2-formylphenyl)-1H-pyrazole-4-carbonitrile (100 mg, 362 mumol, Eq: 1.00), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (160 mg, 724 mumol, Eq: 2) and copper (I) iodide (138 mg, 724 mumol, Eq: 2.00) were combined with DMSO (2.00 ml) to give a yellow suspension. Sodium bicarbonate (76.1 mg, 906 mumol, Eq: 2.5) was added to it. The mixture was heated in a microwave at 120 C. for 1 hr. The reaction mixture was poured into 25 mL sat NH4Cl and extracted with EtOAc (3¡Á25 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The organic layer was concentrated and purified through ISCO flash column chromatography using ethyl acetate (containing 5% methanol) in hexanes (5% to 80% linear gradient in 15 minutes, 24 g silica gel) to give the pure desired product which was triturated with ether in hexanes and filtered to obtain 1-[3-(6-tert-Butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-1H-pyrazole-4-carbonitrile (110 mg, 73%).

1242156-59-7 is used more and more widely, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

Reference£º
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); 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: C8H14ClNO104,mainly used in chemical industry, its synthesis route is as follows.,3682-14-2

A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile and 273 mg (1.54 mM) of 4-Aminophthalhydrazide Hydrate in 15 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100C, then poured into 300 ml of ice water. The solution was made acetic by addition of concentrated HCl and the solid was collected, washed with water followed by ether and dried under vacuum at 80C. The solid was taken up into 200 ml of methanol and 500l of 5 N sodium hydroxide and boiled for 20 minutes. To this heterogeneous mixture was added 100 ml of glacial acetic acid and the volume was reduced to a total of 100 ml by boiling. To the room temperature mixture, 500 ml of ice cold water was added and the solid was collected, washed with water followed by ether and dried under vacuum at 80C. The solid was digested in 400 ml of ethanol until the volume had been reduced to 150 ml. The hot solution was filtered and the solid was washed with ethanol and to dried under vacuum at 80C yield 121 mg of the title compound as a white solid: mass spectrum (electrospray, m/e): M+H 418.0, mp = >270C.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Amino-2,3-dihydrophthalazine-1,4-dione,belong phthalazine compound

Reference£º
Patent; Wyeth Holdings Corporation; EP1117659; (2003); B1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

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%).

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

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; Reiner, Thomas; Keliher, Edmund J.; Weissleder, Ralph; US2013/309170; (2013); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

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.

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

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

A common heterocyclic compound, the phthalazine compound, name is 6-Bromophthalazin-1(2H)-one,cas is 75884-70-7, mainly used in chemical industry, its synthesis route is as follows.,75884-70-7

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.

As the rapid development of chemical substances, we look forward to future research findings about 75884-70-7

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
Phthalazine | C8H6N2 – PubChem

6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, cas is 1242156-59-7, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,1242156-59-7

1518 mg (5.75 mmol) of 2,6-dibromobenzaldehyde, 506 mg (2.30 mmol) of 6-tert-butyl-8-fluoro-2H-phthalazin-1-one, 1499 mg (4.60 mmol) of cesium carbonate, 42 mg (0.22 mmol) of copper(I) iodide, and 115 mg (0.479 mmol) of 4,7-dimethoxy-1,10-phenanthroline were weighed into a 20 mL reaction vial fitted with a stir bar and septum cap. Added 8 mL of anhydrous dioxane. Purged the reaction mixture with nitrogen for 15 min. Stirred at 100 C. for 16 h. Partitioned the reaction mixture between 25 ml, of 10% MeOH/CH2Cl2 and 25 mL of water. Separated phases and extracted the aqueous phase with 25 mL of 10% MeOH/CH2Cl2. Filtered to break the stable emulsion. The combined organic extracts were washed with 75 mL of brine, dried over MgSO4, and the solvent was removed on rotavap. Purified by silica gel flash chromatography using gradient elution with 0?40% EtOAc/hexane to obtain 406 mg of the title compound as a yellow solid. MS (ESI) doublet 403, 405 (M+H)+.

1242156-59-7 is used more and more widely, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

Reference£º
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); 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

Phthalazine, cas is 253-52-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,253-52-1

General procedure: A solution of sodium azide (0.085 g, 1.3 mmol) in water (10 ml) was slowly added to the methanolic solution (15 ml) of Cd(NO3)24H2O (0.2 g, 0.65 mmol) and quinazoline (0.17 g, 1.30 mmol) and stirred at room temperature for 12 h. Light yellow crystalline precipitate of [Cd(Qnz)2(N3)2]n was collected in 70percent yield. The crystals suitable for X-ray structure determination were obtained by slow recrystallization from methanol

With the rapid development of chemical substances, we look forward to future research findings about 253-52-1

Reference£º
Article; Machura; Nawrot; Kruszynski; Dulski; Polyhedron; vol. 54; (2013); p. 272 – 284;,
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

Add Compound III 25.82 g to the reaction flask.Purified water 100ml,Stir at room temperature,Then add 22.4M sodium hydroxide 92.4ml,The mixture temperature was heated to 100 C,Stir 12h, cool to room temperature, filter, wash,The combined filtrate was acidified with 46.2 ml of 2M diluted hydrochloric acid for 30 min,Then, 500 ml of methanol, 18.70 g of triethylamine, and 14.25 g of 1-cyclopropanecarbonylpiperazine are added successively.At a reaction temperature of 20-25C, the reaction is stirred for 10 hours. After the reaction is completed, it is cooled to 0C and filtered.38.66 g of solids were obtained with a yield of 96.2% and a purity of 99.89%. The refining of olaparib (I)30g of crude oleapani was placed in a dissolving tank81.82 ml of isopropanol and 818.2 ml of acetone were added and the temperature was controlled at 45-50C.Stir and dissolve. After the crude product is completely dissolved, add charcoal to decolorize it for 30 minutes.The decolorization reaction was followed by hot filtration and the filtrate was stirred at room temperature for crystallization.Then cool down to 0 ~ 10 C for 4 hours, filter, and wash with acetone,Filtration, drying, that is, olaparib 28.35g,The yield was 94.5%, the purity was 99.99%, the mononuclear 0.05%, and the total heterologous 0.11%., 1021298-68-9

The synthetic route of 1021298-68-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Chen Yu; Sun Heng; Wang Chunyan; (6 pag.)CN108101852; (2018); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

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.

With the rapid development of chemical substances, we look forward to future research findings about 119-39-1

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