Tag: M.W:200-300

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.

NaH (60%), 108 mg, 2.72 mmol) was added portionwise to a solution of 6-tert-butyl-8-fiuoro- 2H-phthalazin-l-one (which may be prepared as described in Berthel, S. et al. US 20100222325 Column 139; 300.0 mg, 1.36 mmol) in DMF (3 mL) at 0 C. The mixture was heated at 70 C for 30 min. The mixture was cooled to room temperature, a solution of (2-bromo-5- bromomethyl-4-fiuoro-phenyl)-methanol (203 mg, 0.68 mmol) in DMF (2 mL) was added and the mixture was stirred for 2.5 h at room temperature. Water (5 mL) was added, and the mixture was extracted with EtOAc (3 x 15 mL). The combined organic layers were dried (Na2S04), filtered, and evaporated. The residue was purified by preparative HPLC to give 2-(4-bromo-2- fluoro-5-hydroxymethyl-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-l-one (59 mg, 10%). MS calcd. for CzoftoB^NzC^ [(M+H)+] 437, obsd. 436.8.

1242156-59-7, 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.,1242156-59-7 ,6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

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

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.

A dry 2-neck flask was evacuated and backflushed with argon (3X). Sodium t-butoxide (360 mg, 3.75 mmol), 6-bromophthalazin-l(2H)-one (338 mg, 1.5 mmol), (4-cyclohexylphenyl)methanamine (340 mg, 1.8 mmol), (+/-)BINAP (280 mg, 0.45 mmol) and Pd2(dba)3 (137 mg, 0.15 mmol) were added to the flask. Toluene (30 mL) was then added and the mixture was degassed with stirring under vacuum and backflushed with argon (3X). The reaction mixture was stirred at reflux for 3 hours and then allowed to cool to room temperature. The reaction mixture was poured onto water and EtOAc and extracted with EtOAc (3X) and then extracted with DCM (2X). The combined organic extract was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude residue was slurred in DCM and filtered and the solid cake washed several times with DCM. The combined filtrate and washes were concentrated in vacuo to provide crude product, 6-((4-cyclohexylbenzyl)amino)phthalazin-l(2H)-one, as an off-white powder (118 mg).

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

19064-74-5, 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-Bromophthalazine, cas is 19064-74-5,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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 chemical industry reduces the impact on the environment during synthesis,19064-74-5,6-Bromophthalazine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; AMGEN INC.; US2007/173506; (2007); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

23928-47-4, 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. 1,4-Dichloro-5-fluorophthalazine, cas is 23928-47-4,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A solution of l,4-dichloro-5-fluorophthalazine (79.5 mg, 0.44 mmol) and N- methyl-p-anisidine (78.0 mg, 0.57 mmol) in /-PrOH (3 mL) was heated to reflux for 1.5 h. The reaction mixture was cooled to rt and then concentrated onto a mixture of SiO2 and Na2CO3. The reaction mixture was purified by two gradient MPLC columns (SiO2, 0 to 100 %, EtOAc/hexanes, 30 min; then SiO2, 0 to 30 %, EtOAc/hexanes, 30 min.) to EPO provide 14.5 mg (15 %) of the title compounds as a 2:1 mixture. Major Isomer: 1H NMR (DMSO-J6) delta 7.98 – 8.04 (m, 1 H), 7.77 (td, 1 H), 7.24 (ddd, 1 H), 6.85 – 6.91 (m, 2 H), 6.73 – 6.79 (m, 2 H), 3.76 (s, 3 H), 3.59 (s, 3 H). MS (ES) 318 (M + H). Minor Isomer: 1H NMR (DMSO-J6) delta 7.44 (td, 0.5 H), ,7.32 – 7.44 (m, 1 H), 6.97 – 7.04 (m, 1 H), 6.80 – 6.87 (m, 1 H), 3.79 (s, 1.5 H), 3.58 (s, 1.5 H). MS (ES) 318 (M + H).

The chemical industry reduces the impact on the environment during synthesis,23928-47-4,1,4-Dichloro-5-fluorophthalazine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2006/74223; (2006); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

42972-13-4, 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. 1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid, cas is 42972-13-4,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

l-Bromo-4-oxo-3,4-dihydro-phthalazine-6-carboxylic acidl,4-Dioxo-l,2,3,4-tetrahydro-phthalazine-6-carboxylic acid (91.Og, 0.44mol) was suspended in dichloroethane (1.0L) and phosphorus pentabromide (761.Og,1.77mol) was added in three portions and the reaction heated to reflux for 24 hours. The reaction was cooled to room temperature and poured onto ice (2.50kg) EPO and the resulting precipitate filtered and washed with water to give the crude product (13Og).This crude material was suspended in acetic acid (1.60L) and heated to 125C for 2 hours. The reaction was cooled to room temperature and poured onto ice (1.5kg) and the resulting precipitate filtered. The solid was washed with water and dried to give the title compound (85g, 73% yield) as a yellow solid. MS (ESI+) = (M+H)+ 310 & 312

The chemical industry reduces the impact on the environment during synthesis,42972-13-4,1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/32518; (2006); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

It is a common heterocyclic compound, the phthalazine compound, 6-Bromophthalazine-1,4-diol, cas is 76240-49-8 its synthesis route is as follows.

6-Bromo-2,3-dihydrophthalazine-1 ,4-dione (25. g, 0.10 mol) was added to a mixture of phosphorus oxychloride (100. mL, 1 .06 mol) and thionyl chloride (100. mL, 1 .37 mol) under nitrogen, cooled to 0 C. Once the initial exotherm had subsided the reaction mixture was allowed to warm to ambient temperature and then heated at 100 C for 4 h. The mixture was then cooled to ambient temperature and then concentrated in vacuo. The residue was dissolved in iPrOAc (350 mL) and washed with saturated sodium bicarbonate solution (added until effervescence stopped), a precipitate formed, the two layers were filtered to isolate the first crop of the intermediate. The organic layer was collected and distilled to dryness to give the second crop of the intermediate. The solids were combined and partitioned between 1 ,4-dioxane (200 mL) and 2 N NaOH (100 mL). The resulting mixture was heated at 40 C overnight and then cooled to ambient temperature and left to stand. The solid precipitate was filtered (first crop of product) and the resulting solution partitioned between EtOAc (250 mL) and water (200 mL). Further precipitate formed which was filtered and combined with the first crop of the product, the organic phase was separated and evaporated to dryness to give the second crop of the product. Product isolated is a mixture of two regioisomers, 7-bromo-4-chloro-2H-phthalazin-1 -one and 6- bromo-4-chloro-2H-phthalazin-1 -one, total yield isolated (17.6 g, 68.0 mmol, 66%).1 H NMR (300MHz, DMSO-d6) delta = 13.02 (s, 1 H), 12.98 (s, 1 H), 8.36 (d, J = 2.1 Hz, 1 H), 8.22 (dd, J = 2.1 , 8.6 Hz, 1 H), 8.17 – 8.1 1 (m, 3H), 7.93 (d, J = 8.7 Hz, 1 H). 1 :1 mixture of the two regioisomers.A stirred solution of 7-bromo-4-chloro-2H-phthalazin-1 -one and 6-bromo-4- chloro-2H-phthalazin-1 -one (8.82 g, 33.99 mmol) (-1 :1 mixture of isomers), tris(dibenzylideneacetone)dipalladium(0) (1 .56 g, 1 .7 mmol) and Xantphos (1 .97 g, 3.4 mmol) in 1 ,4-dioxane (200 mL) was degassed with nitrogen. N,N-Diisopropylethylamine (12.1 mL, 68.0 mmol) and benzyl mercaptan (7.98 mL, 68.0 mmol) were then added sequentially to the flask, and the resulting mixture was heated at 60 C for 18 h.The two flasks were combined and distilled to dryness, the residue was suspended in DCM (200 mL). The mixture was agitated for 30 min and filtered to give the desired product as a -1 :1 mixture of regioisomers 7-benzylsulfanyl-4-chloro-2H-phthalazin- 1 -one and 6-benzylsulfanyl-4-chloro-2H-phthalazin-1 -one. The mixture of isomers was recrystallised with acetic acid (200 mL), with a hot filtration to remove inorganic impurities. The resulting crystalline solid was filtered, washed with AcOH and minimal amount of ether, yielding a white solid which was dried in the vacuum oven at 40 C, 7-benzylsulfanyl-4- chloro-2H-phthalazin-1 -one (5.35 g, 17.7 mmol, 26%). 1H NMR (300MHz, DMSO-d6) delta = 12.86 (s, 1 H), 8.07 (d, J = 2.1 Hz, 1 H), 7.95 (dd, J = 2.1 , 8.6 Hz, 1 H), 7.87 (d, J = 8.6 Hz, 1 H), 7.49 – 7.44 (m, 2H), 7.37 – 7.24 (m, 3H), 4.49 (s, 2H)

76240-49-8, 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.,76240-49-8 ,6-Bromophthalazine-1,4-diol, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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.

Step a 6-Bromo-2-(3-carboxypropyl)phthalazin-1(2H)-one To a slurry of 56 gm 6-bromophthalazin-1(2H)-one (0.25 mole) in 600 ml DMSO was added 110 ml 45% KOH followed by 58.5 gm ethyl 4-bromobutyrate. The temperature of the mildly exothermic reaction was moderated with a water bath (ca. 25 C.) and was stirred for 20 hours. Ethanol (750 ml) was added, then the mixture was acidified with 125 ml concentrated HCl, diluted with 2500 ml water over about 30 minutes, stirred an additional 30 minutes, filtered, washed with water and isopropanol and dried. The product weighed 63.6 gm. A tlc of the product showed product, Rf =0.43 plus a trace of starting material, Rf =0.63.

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-Bromophthalazin-1(2H)-one, 75884-70-7

Reference£º
Patent; Pennwalt Corporation; US4769369; (1988); A;,
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.

Step 2. In a 25 mL container, 1-(3-bromo-2-formylphenyl)-1H-pyrazole-3-carbonitrile (50 mg, 181 mumol, Eq: 1.00), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (79.8 mg, 362 mumol, Eq: 2) and copper (I) iodide (69.0 mg, 362 mumol, Eq: 2.00) were combined with DMSO (2.00 ml) to give a yellow suspension. Sodium bicarbonate (38.0 mg, 453 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, 12 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-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-pyrazole-3-carbonitrile (19 mg, 25%).

1242156-59-7, 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.,1242156-59-7 ,6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

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 phthalazine compound, name is 6-Bromophthalazine, and cas is 19064-74-5, its synthesis 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).

19064-74-5, 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.,19064-74-5 ,6-Bromophthalazine, other downstream synthetic routes, hurry up and to see

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

76240-49-8, 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-Bromophthalazine-1,4-diol, cas is 76240-49-8,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 6-bromo-1,4-dichlorophthalazine A solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione from Step 1 (4.86 g, 20.16 mmol) in POCl3 (100 ml) was heated at 120 C. for 16 hr. POCl3 was then removed under reduced pressure and the residue was dissolved in DCM and cold water. Solid NaHCO3 was carefully added till pH=11 was reached, the aq. layer was separated and further extracted with DCM. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give the title compound as a pale yellow solid (4.13 g, 73%); LRMS ESI+ (M+H)+ 279.

The chemical industry reduces the impact on the environment during synthesis,76240-49-8,6-Bromophthalazine-1,4-diol,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Harper, Steven; Summa, Vincenzo; Liverton, Nigel J.; McCauley, John A.; Butcher, John W.; Di Filippo, Marcello; Di Francesco, Maria Emilia; Ferrara, Marco; Romano, Joseph J.; Rudd, Michael T.; US2010/183551; (2010); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem