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75884-70-7, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,75884-70-7 ,6-Bromophthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to phthalazine compound, name is 6-Bromophthalazin-1(2H)-one, and cas is 75884-70-7, its synthesis route is as follows.

In a 10ml seal tube, 6-bromo-2H-pyridazin-l-one (108 mg, 480 muetaiotaomicron, Eq: 1.00), NH4OH (931 mg, 1.03 ml, 7.97 mmol, Eq: 16.6) and copper powder (30.5 mg, 480 muiotaetaomicron, Eq: 1.00) were combined with isopropyl alcohol (1 ml) to give a light brown suspension. The tube was sealed and the reaction was heated to 100 C overnight. The crude reaction mixture was concentrated in vacuo. The reaction mixture was diluted with sat NH4C1 and dichloromethane. The 2 phase mixture was filtered, the filtrate was separated and the aqueous extracted with dichloromethane (3X30 ml). SiC”2 was added to the aqueous phase and concentrated. The solid was suspended in hot dichloromethane/methanol 9: 1 and sonicated. Filtered and washed the filter cake with warm dichloromethane/methanol 9: 1. The filtrate was combined with the dichloromethane extracts and stripped to a light yellow powder. The powder was dried under vacuum at 25C for 1 hour to afford 62 mg (80%) of the desired product. MS +m/z: 162.1. (M+l)

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Zhi; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; MERTZ, Eric; WEIKERT, Robert James; WO2014/135483; (2014); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Extracurricular laboratory: Synthetic route of 1242156-59-7

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, 1242156-59-7

1242156-59-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, cas is 1242156-59-7,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

Under N2, acetic acid 2,6-dibromobenzyl ester (24.74 g, 80.3 mmol), 6-tert-butyl-8-fluoro-2H-phthazin-1-one (3.54 g, 16.1 mmol), Cs2CO3 (10.46 g, 32.1 mmol), CuI (4.61 g, 24.2 mmol) and N,N-dimethylethane-1,2-diamine (1.42 g, 16.1 mmol) were dissolved in DMF (70 mL). The reaction mixture was stirred at 150 C. for 4 h. The resulting mixture was cooled to room temperature and diluted with ethyl acetate (200 mL), and then 200 mL of water was added. The mixture was separated and the aqueous layer was extracted with ethyl acetate (200 mL¡Á2). The organic layers were combined and washed with water (200 mL) and brine (200 mL). The solution was dried over anhydrous sodium sulfate, filtered and concentrated. The resulting crude product was purified by silica gel chromatography (petroleum ether/ethyl acetate 4/1) to give 2-bromo-6-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-benzyl ester (3.21 g, 45%). 1H NMR (300 MHz, CDCl3): delta 8.17 (d, J=2.7 Hz, 1H), 7.71 (t, J=4.8 Hz, 1H), 7.50-7.45 (m, 2H), 7.36 (s, 1H), 7.34 (d, J=0.9 Hz, 1H), 5.17 (s, 2H), 1.94 (s, 3H), 1.42 (s, 9H). LC-MS calcd for C21H20BrFN2O3 (m/e) 446.06, obsd 447 and 449 [M+1]+.

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
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Some tips on 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

To a suspension of NaH (60%, 473 mg, 1 1.8 mmol) in DMF (5 mL) was added a solution of 6- tert-butyl-8-fluoro-2H-phthalazin-l-one (which may be prepared as described in Berthel, S. et al. US 20100222325 Column 139; 1.3 g, 5.91 mmol) at 0 C. The mixture was stirred for 5 min at 0 C and heated at 70 C for 30 min under nitrogen. The mixture was cooled to room temperature, a solution of 4-bromo-l-bromomethyl-2-fluoro-benzene (1.74 g, 6.5 mmol) in DMF (3 mL) was added and the mixture was stirred for 1.5 h at room temperature. Cold water (5 mL) was added. The mixture was extracted with EtOAc and the organic extract was dried (Na2S04), and evaporated. The residue was purified by chromatography (silica gel, 20% EtOAc/hexane) to give 2-(4-bromo-2-fluoro-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-l-one (1.0 g, 41%) as a yellow solid. MS calcd. for Ci9Hi8BrF2N20 [(M+H)+] 407, obsd. 407.2.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DOMINIQUE, Romyr; LOPEZ-TAPIA, Francisco Javier; MERTZ, Eric; SO, Sung-Sau; WO2014/76104; (2014); A1;,
Phthalazine – Wikipedia
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New learning discoveries about 152265-57-1

The chemical industry reduces the impact on the environment during synthesis,152265-57-1,7-Bromophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

152265-57-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7-Bromophthalazin-1(2H)-one, cas is 152265-57-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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.

Reference£º
Patent; PHARMABLOCK SCIENCES (NANJING), INC.; LIU, Liu; LI, Jin; YANG, Minmin; (126 pag.)WO2019/173804; (2019); A1;,
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The important role of 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

1-(2-Formyl-3-iodophenyl)-3-(4-(morpholine-4-carbonyl)phenylamino)-1H-pyrazole-4-carbonitrile (115 mg, 0.218 mmol), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (48 mg, 0.218 mmol), cuprous iodide (41.5 mg, 0.218 mmol) and sodium bicarbonate (36.6 mg, 0.436 mmol) were combined in 2 mL of DMSO. The mixture was thoroughly degassed with argon and stirred in an oil bath preheated to 100 C. for 1 hr. The mixture was extracted with dichloromethane and water. The organic layer was washed with brine, dried over sodium sulfate and filtered. Solvents were evaporated and the residue was purified by flash column chromatography using methanol in dichloromethane (0% to 5% in 16 minutes, 24 g silica gel) to give 1-[3-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-3-[4-(morpholine-4-carbonyl)-phenylamino]-1H-pyrazole-4-carbonitrile as a pale pink solid (54 mg, 40% yield). LC/MS clacd for C34H30FN7O4 (m/e) 619.23, obsd 620.0 (M+H, ES+); 1H NMR (400 MHz, CDCl3) delta ppm 1.43 (s, 9H), 3.56-3.76 (m, 8H), 6.61 br. s., 1H), 7.40 (d, J=8.6 Hz, 2H), 7.46 (d, J=8.6 Hz, 2H), 7.52 (dd, J=12.4, 1.8 Hz, 1H), 7.55-7.59 (m, 2H), 7.64 (d, J=7.8 Hz, 1H), 7.78 (t, J=8.1 Hz, 1H), 8.16 (s, 1H), 8.32 (s, 1H), 9.97 (s, 1H).

Application of 3,4-Dichloroisothiazole-5-carboxylic acid

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile, 1021298-68-9

1021298-68-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile, cas is 1021298-68-9,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile, 1021298-68-9

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

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

The important role of 75884-70-7

As a common heterocyclic compound, it belongs to phthalazine compound, name is 6-Bromophthalazin-1(2H)-one, and cas is 75884-70-7, its synthesis route is as follows.

Step 3. 6-Vinylphthalazine-1(2H)-one (BI27) A solution of 6-bromophthalazine-1(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 ambient temperature. PdCl2(dppf) (0.04 g, 0.055 mmol) was added at ambient temperature, and the reaction mixture was heated to 80 C. for 2 h. The reaction mixture was cooled to ambient temperature 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 Na2SO4 and concentrated under reduced pressure to afford the crude product. The crude compound was purified by column chromatography (SiO2, 100-200 mesh; 50% ethyl acetate/petroleum ether) to afford the title compound as a brown solid (0.12 g, 63%): 1H 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, J=10.8 Hz, 1H); ESIMS m/z 172.93 ([M+H]+); IR (thin film) 1748, 1655, 3241 cm-1.

Reference£º
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US9211280; (2015); B2;,
Phthalazine – Wikipedia
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Analyzing the synthesis route of 1242156-59-7

Example 101i 2-(6-tert-Butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-6-chlorobenzaldehyde 101i To a 10 mL round bottom flask were added 6-tert-butyl-8-fluoro-2H-phthalazin-1-one 101h (640 mg, 2.9 mmol), 2-chloro-6-fluorobenzaldehyde (506 mg, 3.2 mmol), and cesium carbonate (488 mg, 1.5 mmol). The flask was evacuated and backfilled with nitrogen three times then ethoxytrimethylsilane (684 mg, 5.8 mmol) and DMF (5 mL) were added to the reaction flask. The resulting mixture was heated to 60 C. After 4 h of stirring, the solution was allowed to cool down to ambient temperature and the reaction was quenched by addition of 2 mL of H2O drop-wise. The desired product started to precipitate from the DMF and water mixture. The solid was collected by filtration after cooling down to 5 C., and washed with DMF/water (2/1, 2 mL, pre-cooled to 6 C.) and H2O (2 mL). The filter cake was dried under vacuum oven at 65 C. for overnight to afford 519 mg (52%) of 101i as a yellow solid. MS: [M+H]+: 359

Reference£º
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

The important role of 75884-70-7

The chemical industry reduces the impact on the environment during synthesis,75884-70-7,6-Bromophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

75884-70-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6-Bromophthalazin-1(2H)-one, cas is 75884-70-7,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of 6-bromophthalazine-l-(2H)-one (563 mg, 2.5 mmol) in DMF (25 mL) under an argon atmosphere was added sodium hydride (140 mg of 60% oil dispersion, 3.5 mmol) and the resulting mixture was allowed to stir at room temperature for 15 min. before addition of (2-(chloromethoxy)ethyl)trimethylsilane (0.53 mL, 3 mmol). The reaction mixture was stirred at room temperature overnight, then poured onto water and ether and extracted with ether (3X). The combined organic layer was washed with water, then brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was slurried in DCM and filtered. The solid was washed with DCM. The combined filtrate and wash was purified by chromatography to provide 6-bromo-2-((2-(trimethylsilyl)ethoxy)methyl)phthalazin-l(2H)-one (625 mg, 70% yield) as a white solid. NMR (300 MHz, Chloroform-^ delta 8.37 – 8.29 (m, 1H), 8.12 (s, 1H), 7.93 – 7.85 (m, 2H), 5.57 (s, 2H), 3.84 – 3.62 (m, 1H), 1.10 – 0.89 (m, 1H), 0.01 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis,75884-70-7,6-Bromophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; UNIVERSITY OF HAWAII; TURKSON, James; YUE, Peibin; TIUS, Marcus; BROTHERTON-PLEISS, Christine; LOPEZ TAPIA, Francisco, Javier; (420 pag.)WO2018/136935; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem