Category: 19064-74-5

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

As a common heterocyclic compound, it belong phthalazine compound,6-Bromophthalazine,19064-74-5,Molecular formula: C8H5BrN2,mainly used in chemical industry, its synthesis route is as follows.,19064-74-5

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).

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Bromophthalazine,belong phthalazine compound

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.19064-74-5,6-Bromophthalazine,as a common compound, the synthetic route is as follows.

EXAMPLE 40; N-(2-chloro-5-(6-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 (102 mg, 247 mumol), 6-bromophthalazine (43 mg, 206 mumol), dichloro[l,rbis(diphenylphoshino)ferrocene]palladium(II)dichloromethane adduct (11 mg, 15 mumol), and Na2CO3 (65 mg, 617 mumol) in 1,4-dioxane (2 mL) and water (1 mL) was sparged 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 5% NaHCO3 (10 mL). The separated organic was dried over Na2SO4, concentrated onto dry silica, and then purified on silica eluting with 2- >5% 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 7.44 (t, J=8.8 Hz, 2 H) 7.80 – 7.87 (m, 2 H) 8.24 (d, J=2.1 Hz, 1 H) 8.32 (d, J=8.4 Hz, 1 H) 8.38 (dd, J=8.7, 2.0 Hz, 1 H) 8.54 (s, 1 H) 8.79 (d, J= 2.1 Hz, 1 H) 9.76 (s, 2 H) 10.60 (s, 1 H).

As the paragraph descriping shows that 19064-74-5 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

19064-74-5, 6-Bromophthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17 N-(4-Methyl-3-phthalazin-6-yl-phenyl)-4-piperidin-1-ylmethyl-3-trifluoromethyl-benzamide Nitrogen is bubbled through a mixture of 0.295 g (0.648 mmol) N-(3-bromo-4-methyl-phenyl)-4-piperidin-1-ylmethyl-3-trifluoromethyl-benzamide, 0.191 g (1.94 mmol) potassium acetate and 0.198 g (0.778 mmol) bis-(pinacolato)-diboron in 3.12 mL DMF for about 10 minutes. After the addition of 0.032 g (0.0391 mmol) 1,1′-bis(diphenylphospino)ferrocene-palladium dichloride the mixture is heated to 80 C. for 6 h. The N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-4-piperidin-1-ylmethyl-3-trifluoromethyl-benzamide intermediate formed is not isolated. To the cooled dark suspension is added under nitrogen 6-bromophthalazine (0.1355 g, 0.648 mmol), caesium carbonate (0.316 g, 0.97 mmol) and 0.0225 mg (0.0195 mmol) tetrakis(triphenylphosphine)palladium. The dark mixture is heated to 80 C. for 15 h, cooled to rt and filtered. The solids are washed with DMF and the combined filtrates are evaporated under reduced pressure. The residue is partitioned between ethyl acetate and saturated sodium bicarbonate solution and the organic phase washed with brine, dried with sodium sulphate and evaporated. The crude product is purified by chromatography using a 40 g silica gel column on a Combi-Flash Companion (Isco Inc.) apparatus. A gradient of ethyl acetate/methanol (0?10% methanol) is used. Pure fractions are pooled and evaporated to give the title compound as tan crystals; m.p. 175-177 C.; Rf (ethyl acetate/methanol 9:1)=0.39; HPLC tR=2.50 min; MS-ES+: (M+H)+=505.

19064-74-5 6-Bromophthalazine 610436, aphthalazine compound, is more and more widely used in various.

Reference£º
Patent; Caravatti, Giorgio; Furet, Pascal; Imbach, Patricia; Martiny-Baron, Georg; Perez, Lawrence Blas; Sheng, Tao; US2006/35897; (2006); 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.19064-74-5,6-Bromophthalazine,as a common compound, the synthetic route is as follows.

Example 154 Synthesis of 5′-((3-endo)-3-amino-8-azabicyclo[3.2.1]octane-8-carbonyl)-3-fluoro-2′-(phthalazin-6-yl)-[1,1′-biphenyl]-4-carbonitrile The procedure of steps 1 to 5 in Example 41 was conducted using 6-bromophthalazine instead of 1-(4-bromo-3-fluoro-phenyl)-2-methyl-propan-2-ol to give the title compound.

19064-74-5 6-Bromophthalazine 610436, aphthalazine compound, is more and more widely used in various.

Reference£º
Patent; Taiho Pharmaceutical Co., Ltd.; OSADA, Akiko; EP3632443; (2020); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

19064-74-5, 6-Bromophthalazine is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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).

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

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

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