Tag: M.W:200-300

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.,75884-70-7

Example 60: Synthesis of 6-(4-Methoxy-benzylamino)-2H-phthalazin-l-one; A mixture of 6-bromo-2H-phthalazin- 1 -one (50mg, 0.22 mmol), 4- methoxybenzylamine (0.03OmL, 0.24 mmol), Pd2(dba)3 (20mg, 0.022 mmol), rac-BINAP (41mg, 0.066 mmol) and NaOt-Bu (52mg, 0.55 mmol) in toluene (1OmL) was heated at reflux for 3h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with NaHCO3 (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound (22mg, 35%). 1H-NMR (DMSO-J6) delta: 12.1 (s, IH), 8.05 (s, IH), 7.88 (d, IH), 7.30 (m, 3H), 7.10 (dd, IH), 6.90 (d, 2H), 6.75 (s, IH), 4.20 (d, 2H), 3.85 (s, 3H); m/z (M+l) = 282.22.

With the complex challenges of chemical substances, we look forward to future research findings about 75884-70-7,belong phthalazine compound

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

NaH (60%, 80 mg, 2 mmol) was added to 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; 220 mg, 1 mmol) in DMF (2 mL) at 0 C. The mixture was stirred for 5 min at 0 C and then heated at 70 C for 30 min. The mixture was cooled to room temperature, a solution of (5-bromo-2- bromomethyl-phenyl)-methanol (140 mg, 0.5 mmol) was added and the mixture was stirred for 1 h at room temperature. Ice-water (2 mL) was added. The mixture was extracted with EtOAc (3 x 25 mL). The EtOAc extract was washed with water (3 x 5 mL) and brine (5 mL), dried (Na2S04), filtered, and evaporated. The residue was purified by preparative HPLC to give 2-(4-bromo-2- hydroxymethyl-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-l-one (62 mg, 15%) as a yellow gum. MS calcd. for C2oH2iBrFN202 [(M+H)+] 419, obsd. 418.8.

With the complex challenges of chemical substances, we look forward to future research findings about 1242156-59-7,belong phthalazine compound

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
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong phthalazine compound,2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid,763114-26-7,Molecular formula: C16H11FN2O3,mainly used in chemical industry, its synthesis route is as follows.,763114-26-7

A solution of 1-5 – [(3,4-dihydro-4-oxo-l-phthalazinyl) methyl] -2- fluorobenzoic acid (60.0 g, 0.20 mol)Suspended in 600 mL of acetonitrile,Anhydrous piperazine (43.0 g, 0.50 mol)Piperazine dihydrochloride (79.0 g, 0.50 mol)Concentrated sulfuric acid (2.78 ml, 0.04 mol)Heated to 78-80 C under reflux for 7 to 8 hours,Drop to room temperature,Concentrated under reduced pressure acetonitrile, water was added 1000ml, stirred for 30min; concentrated ammonia was added dropwise to a PH value of 7-8, stirred 2h, suction filtration,44.1 g of 1- [5 – [(3,4-dihydro-4-oxo-1-phthalazinyl) methyl] -2-fluorobenzoyl] piperazine was obtained in a yield of 60.1%.1- [5 – [(3,4-dihydro-4-oxo-1-phthalazin-yl) methyl] -2-fluorobenzoyl] piperazine 1H NMR, (400 MHz) see Figure 1.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid,belong phthalazine compound

Reference£º
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Deng Yu; (7 pag.)CN106554316; (2017); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

1242156-59-7, 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(4-Bromo-2-fluoro-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-1-one To a 20 mL reaction vial with stirbar was added 6-(tert-butyl)-8-fluorophthalazin-1(2h)-one (200.00 mg; 0.91 mmol; 1.00 eq.), 4-bromo-2-fluorobenzyl bromide (267.63 mg; 1.00 mmol; 1.10 eq.), and cesium carbonate (591.75 mg; 1.82 mmol; 2.00 eq.) in ACN (6.00 ml; 114.88 mmol; 126.50 eq.). The reaction vial was sealed and heated to 80 C. overnight. Concentrated and purified by flash chromatography (KP-sil column, 10 g; 5-50% EtOAc/hexanes 15 CV). Concentrated product fractions and dried to afford 218 mg (59%) of the title compound as a orange solid. HPLC: 97% purity. MS: 408 [M+H]+, 1242156-59-7

The synthetic route of 1242156-59-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Patent GmbH; GAILLARD, Pascale; SEENISAMY, Jeyaprakashnarayanan; LIU-BUJALSKI, Lesley; CALDWELL, Richard D.; POTNICK, Justin; QIU, Hui; NEAGU, Constantin; JONES, Reinaldo; WON, Annie Cho; GOUTOPOULOS, Andreas; SHERER, Brian A.; JOHNSON, Theresa L.; GARDBERG, Anna; (234 pag.)US2016/96834; (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: C8H14ClNO193,mainly used in chemical industry, its synthesis route is as follows.,1242156-59-7

Step 2: To a solution of 6-tert-butyl-8-fluorophthlazine-1(2H)-one (prepared according to US2010/0222325) 36 mg, 0.16 mmol) and 1-(3-bromo-2-formylphenyl)-1H-indole-3-carbonitrile (59 mg, 0.18 mmol) in dry dimethylsulfoxide (1.8 mL) was added sodium bicarbonate (31 mg, 0.36 mmol) under an argon atmosphere. Next copper iodide (35 mg, 0.18 mmol) was added and the mixture was heated to 110 C. for 2 hours. The reaction was cooled to ambient and taken up in water (40 ml) and dichloromethane (40 ml). The material was filtered through a plug of celite, rinsing well with dichloromethane. The filtrate was transferred to a reparatory funnel and the dichloromethane phase was collected. This was washed with a 50% solution of diluted brine (40 ml). The organic phase was collected and the aqueous phases back extracted with dichloromethane (2¡Á35 ml). The dichloromethane phases were combined, dried (MgSO4), filtered and stripped. Then the identical reaction was repeated on a larger scale using 1-(3-bromo-2-formylphenyl)-1H-indole-3-carbonitrile (290 mg, 0.89 mmol) and similar scaled amounts of the reagents described above and under identical procedure and work up. The crude from the two reactions was combined and purified by HPLC (silica gel, eluting with 100% CH2Cl2 to 1% MeOH/CH2Cl2) to provide a semi-pure product. The material was further purified by preparative thin layer chromatography (3 plates, eluting with 0.5% MeOH/CH2Cl2 and then re-eluting with 0.75% and then 1% MeOH/CH2Cl2). The product band was collected to provide 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-indole-3 carbonitrile as a yellow foamy solid. (384 mg, 77% yield). LC/MS calcd for C28H21FN4O2 (m/e) 464.49, obsd 465.0 (M+H, ES+): 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.42 (s, 9H) 7.24-7.32 (m, 1H) 7.34-7.41 (m, 2H) 7.46-7.60 (m, 3H) 7.75 (d, J=7.55 Hz, 1H) 7.81 (s, 1 H) 7.83-7.87 (m, 1H) 7.90 (t, J=7.96 Hz, 1H) 8.25 (d, J=2.64 Hz, 1H) 9.56 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,belong phthalazine compound

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: C8H14ClNO174,mainly used in chemical industry, its synthesis route is as follows.,76240-49-8

Bromo-4-chloro-2H-phthalazin-l -one and 7-Bromo-4-chloro-2H-phthalazin-l-one; A mixture of 6-Bromo-2,3-dihydro-phthalazine-l,4-dione (4.6g, 19.1 mmol) in SOCl2 (50 mL) and POCl3 (50 mL) was heated at reflux for 4h. The mixture was allowed to cool and concentrated. The residue was taken up in EtOAc (100 mL) and neutralize with sodium bicarbonate. The layers were separated and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was dissolved in dioxane (20OmL) and 2N NaOH (96mL, 191 mmol). The mixture was heated at 40 0C for 2.5h then allowed to cool and concentrated. The residue was triturated with EtOAc (300 mL) and water (200 mL) and the solids were filtered. The organic phase was dried over anhydrous sodium sulfate and concentrated to yield the title compounds (2.3g, 46%); m/z (M+l) = 259.32.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazine-1,4-diol,belong phthalazine compound

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); 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: C8H14ClNO129,mainly used in chemical industry, its synthesis route is as follows.,76240-49-8

5-Bromo-1, 3-isobenzofurandione (14. 8 g, 65.4 mmol) was suspended in acetic acid (150 mL), and treated with hydrazine hydrate at (10 mL) at 80 overnight. The mixture was cooled, filtered, and the residue was washed with methanol. The residue was triturated with 4M NAOH (ca. 250 mL), and filtered. The pale yellow filtrate was acidified with conc. HCL, and filtered. The residue was azeotroped with toluene (x4), and suspended in POC1s (75 mL). N, N-DIISOPROPYLETHYLAMINE (10 mL) was slowly added and the mixture was heated to reflux for 3 h and then concentrated under reduced pressure, suspended in chloroform and filtered. The filtrate was poured onto ice, and the organic phase was washed with sodium bicarbonate solution, followed by brine. The organic phase was dried (sodium sulfate) and filtered through a pad of silica, eluting with chloroform, which after evaporation gave an off-white solid (6.5 g, 36%)

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazine-1,4-diol,belong phthalazine compound

Reference£º
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (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: C8H14ClNO94,mainly used in chemical industry, its synthesis route is as follows.,103119-78-4

Methyl phthalazine-5-carboxylate. To a 140 mL pressure flask was added 5-bromophthalazine (3.5 g, 17 mmol), palladium (II) acetate (0.98 g, 4.4 mmol), triphenylphosphine (1.3 g, 5.0 mmol), potassium acetate (2.1 g, 21 mmol), MeOH (20 mL) and DMF (20 mL). The flask was sealed and purged with CO (3 x). The flask was charged with CO to 40 PSI and stirred at 100¡ãC 15 hours. The suspension was filtered through Celite, the cake was washed with MeOH, and the filtrate was concentrated. The residue was taken up in DCM and washed with saturated sodium bicarbonate (2 x), saturated sodium chloride (2 x) and water (2 x). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was adsorbed on to a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column, eluting with a gradient of EtOAc in hexane to provide methyl phthalazine-5- carboxylate (1.0 g, 32 percent). LCMS (M+H) 189.2 calc. for C10H9N2O2 189.1, 1H NMR (400 MHz, CDCl3): delta ppm 4.05 (s, 3H) 8.06 (d, J=8.41 Hz, 1H) 8.51-8.56 (m, 1H) 8.71 (d, 1H) 9.64 (s, 2H).

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromophthalazine,belong phthalazine compound

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

Example 102b 2-Bromo-6-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-fluorobenzaldehyde 102b To a solution of 102a (767 mg, 2.72 mmol), 6-tert-butyl-8-fluorophthalazin-1(2H)-one 101h (300 mg, 1.36 mmol) in dioxane (50 mL) was added KOAc (267 mg, 2.72 mmol), CuI (259 mg, 1.36 mmol), and 4,7-dimethoxy-1,10-phenanthroline (327 mg, 1.36 mmol). After bubbling nitrogen through the resulting solution for 30 min, the mixture was stirred at 90 degree for 10 h. It was allowed to cool down to room temperature and H2O (100 mL) was added. The aqueous layer was separated and extracted with ethyl acetate (2*200 mL). The combined organic layers was washed with brine (100 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified on flash column eluting with PE/EA (15:1) to afford 102b (172 mg, 30%). LCMS: [M+H]+ 421. 1H NMR (500 MHz, CDCl3) delta 10.20 (s, 1H), 8.20 (s, 1H), 7.49-7.51 (m, 3H), 7.25 (m, 1H), 1.36 (s, 9H).

With the complex challenges of chemical substances, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,belong phthalazine compound

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

152265-57-1, 7-Bromophthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10198] 7-l3romo- 1 -chlorophthalazine (9a) In a flame dried25 mE round bottom flask was added 7-bromophthalazin-1 (2H)-one (205 mg, 0.91 mmol), anhydrous acetonitrile (9 mE), and phosphorus oxychloride (0.3 mE, 3.22 mmol). The mixture was refluxed for 2 hours, then cooled to 00 C., diluted with dichloromethane (20 mE), and quenched with a drop- wise addition of sat. aq. NaHCO3 (20 mE). The biphasic mixture was stirred vigorously and allowed to warm to room temperature. Afier 1 hour the layers were separated and the aqueous was extractedwith dichioromethane (2×30 mE). The combined organic layers were washed with sat. aq. NaHCO3 (25 mE), washed with brine (20 mE), dried over Na2SO4, and concentrated to yield 9a as an orange solid in 91% yield. ?HNMR (500 MHz, CDC13) oe 9.45 (s, 1H), 8.49-8.5 1 (m, 1H), 8.10 (dd, J=8.8, 2.0 Hz, 1H), 7.91 (d, J=8.8 Hz, 1H). ECMS found 242.9 [M+H]., 152265-57-1

The synthetic route of 152265-57-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Northeastern University; POLLASTRI, Michael P.; MEHTA, Naimee; DEVINE, William; WOODRING, Jennifer; SWAMINATHAN, Uma; US2015/259331; (2015); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem