October 2020 | Page 4 of 16 | Heterocyclic Building Blocks-phthalazine

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

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

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%, 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.

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

Some tips on 103119-78-4

The chemical industry reduces the impact on the environment during synthesis,103119-78-4,5-Bromophthalazine,I believe this compound will play a more active role in future production and life.

103119-78-4, 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. 5-Bromophthalazine, cas is 103119-78-4,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

(2) N-(2-chloro-5-(5-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 (149 mg, 362 mumol), 5-bromophthalazine (63 mg, 301 mumol), dichloro[l,rbis(diphenylphoshino)ferrocene]palladium(II)dichloromethane adduct (17 mg, 23 mumol), and Na2Cpsi3 (96 mg, 904 mumol) in 1,4-dioxane (2 mL) and water (1 mL) was spurged 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 5percent NaHCO3 (10 mL). The separated organic was dried over Na2SO4, concentrated onto dry silica, and then purified on silica eluting with l->4percent 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 ppm 7.44 (t, J=8.7 Hz, 2 H) 7.83 – 7.90 (m, 2 H) 7.96 (d, J=2.1 Hz, 1 H) 8.04 (d, J=7.0 Hz, 1 H) 8.15 (t, J=7.7 Hz, 1 H) 8.30 (d, J=8.0 Hz, 1 H) 8.51 (d, J= 2.0 Hz, 1 H) 9.43 (s, 1 H) 9.79 (d, J= 1.2 Hz, IH) 10.61 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis,103119-78-4,5-Bromophthalazine,I believe this compound will play a more active role in future production and life.

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

Downstream synthetic route of 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one

763111-47-3, 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.,763111-47-3 ,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

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

The appropriate acid chloride (0.24 mmol) was added to a solution of 4- [4-Fluoro-3- (piperazine-1-carbonyl) benzyl]-2H-phthalazin-l-one (2) (0.2 mmol) in dichloromethane (2 ml). Hunigs base (0.4 mmol) was then added and the reaction was stirred at room temperature for 16 hours.

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; MAYBRIDGE LIMITED; WO2004/80976; (2004); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

New learning discoveries about 119-39-1

119-39-1, 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.,119-39-1 ,Phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

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

EXAMPLE 6 Preparation of 1-Chlorophthalazine Hydrochloride A 3-neck 2 L round-bottomed flask was charged with 584 mL of phosphorous oxychloride (306 g, 2 mol. eq.) and cooled to about 0 to 5 C. To this was added 73 g of powdered phthalazinone (0.5 mol eq.). The reaction mass appeared as a suspension and was heated to about 60 C. with stirring. The progress of the reaction was monitored by HPLC. While the reaction mixture was maintained at approximately 50 C., about 65% of the phosphorous oxychloride was distilled out under vacuum. The concentrated reaction mixture was cooled to room temperature, about 375 mL of ethyl acetate was added, and then the mixture was purged with HCl gas for about 30 min.; thereafter, the mixture was cooled to a temperature of 0 to 5 C. and stirred for about one hour. The resulting pale yellow material was filtered and washed with 150 mL of cold ethyl acetate. The isolated material was 1-chlorophthalazine hydrochloride, which was dried under vacuum for about 3 hrs at 30 C. Yield=65%; purity=99%;

Reference£º
Patent; Navinta LLC; US2007/129546; (2007); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

The important role of 763111-47-3

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 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, 763111-47-3

763111-47-3, 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. 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, cas is 763111-47-3,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 1.3.2a dispersed in 200 mu of acetonitrile was added HBTU (500 mug, 131 mmol) and 1.4.2 (500 mug , 137 mmol). The reaction was kept at 32 C in a shaker for 3 hours at 700 rpm. The final product was isolated by HPLC employing a C18 Atlantis T3 column (4.6 x 250 mm, 5 muiotaeta) with the following eluents: water as solvent A and acetonitrile as solvent B, going from 5 % of B to 100% of B in 15 minutes and then 100% of B from 15.01 minutes to 25 minutes. The fractions containing the radioligand were dried in vacuum, obtaining a white solid as product.

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

New learning discoveries about 119-39-1

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

Example 1. 2-(4-Bromobutyl)-1(2H)-phthalazinone . Small portions (2.5 g, 60 mmol) of a dispersion of 60% NaH in mineral oil were added over a solution of 1(2H)-phthalazinone (7.3 g, 50 mmol) in dimethylformamide (100 mL) cooled to 0C. The reaction mixture was left to reach room temperature and kept stirred for an hour. 1,4-dibromobutane (18 mL, 150 mmol) was then added at a time and the reaction mixture was stirred, at room temperature, for 4 hours. The reaction mixture was poured over cnished ice, extracted with ethyl ether (twice), and the organic extracts were dried over anhydrous Na2SO4and concentrated to dryness. The excess dibromobutane was eliminated by distillation and the obtained residue was purified by flash chromatography (CH2Cl2), yielding an oil (11.6 g, yield: 83%) identified on the basis of its spectroscopic data as the title product

Reference£º
Patent; FABRICA ESPANOLA DE PRODUCTOS, QUIMICOS Y FARMACEUTICOS, S.A. (FAES); EP875512; (1998); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Extracurricular laboratory: Synthetic route of 763111-47-3

Step 3: Preparation of 4-(4-fluoro-3-(4-(2-methyl-2-((5-(trifluoromethyl) pyridin-2- yl)oxy) propanoyl)piperazine-l-carbonyl) benzyl) phthalazin-l(2H)-one.To a solution of 2-methyl-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)propanoic acid (0.204 g, 0.81 mmol) in dry DMF (6 mL) was added TBTU (0.289 g, 0.90 mmol) at room temperature under atmosphere of nitrogen. To this 4-(4-fluoro-3-(piperazine-l- carbonyl)benzyl)phthalazin-l(2H)-one (0.3 g, 0.81 mmol) and DIPEA (0.303 mL, 1.74 mmol) were added. The reaction mixture was stirred at room temperature for 2 h. The progress of reaction was checked by TLC by using mobile phase 5 % methanol in chloroform. The reaction mixture was diluted with ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2S04 and solvents were evaporated on a rotatory evaporator under reduced pressure to crude solid which was purified by the flash column chromatography using eluent chloroform : methanol (98.3 : 1.7) to afford 4-(4-fluoro-3-(4-(2-methyl-2-((5-(trifluoromethyl) pyridin-2-yl)oxy) propanoyl)piperazine-l-carbonyl) benzyl) phthalazin-l(2H)-one as white solid (0.230 g, 47 %).

Reference£º
Patent; CADILA HEALTHCARE LIMITED; SHRIVASTAVA, Brijesh Kumar; WO2012/14221; (2012); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

The important role of 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

The chemical industry reduces the impact on the environment during synthesis,1242156-59-7,6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

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.

To a suspension of NaH (60%>, 145 mg, 3.63 mmol) in DMF (3 mL) was added dropwise 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; 400.0 mg, 1.82 mmol) in DMF (2 mL) at 0 C. The mixture was stirred at room temperature for 5 min and then heated at 70 C for 30 min. The mixture was cooled to room temperature, a solution of l-bromo-4-bromomethyl-2- methoxymethoxymethyl-benzene (684 mg, 2 mmol) in DMF (2 mL) was added and the mixture was stirred for 4 h at room temperature. Water (5 mL) was added, and the mixture was extracted with EtOAc (3 x 20 mL). The combined organic layers were washed with water (3 x 5 mL) and brine (5 mL), dried (Na2S04), filtered, and evaporated. The residue was purified by chromatography (silica gel, 12% EtOAc/hexane) to give 2-(4-bromo-3-methoxymethoxymethyl- benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-l-one (230 mg, 27%) as a yellow gum. MS calcd. for C22H25BrFN203 [(M+H)+] 463, obsd. 462.8.

The important role of 76240-49-8

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.

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

Share a compound : 119-39-1

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

General procedure: The precursor lactam (1 mmol) was dissolved in DMF-TEA 1:1(2 mL), then K2CO3 (0.410 g, 3 mmol), CuI (190 mg, 1 mmol),PdCl2(PPh3)2 (17.5 mg, 0.025 mmol) and aryl halide (1.1 mmol)were added to the solution. The reaction mixture was stirred underargon, at 110C for overnight. The reaction mixture was ltered andbrine (30 mL) was added to the solution. The precipitated solid wasltered off then washed with brine and water. The crude productwas puried by column chromatography (on silica, using DCM orDCM-MeOH 100-5:1 mixtures as eluent) and subsequent crystal-lization from MeOH, EtOH,iPrOH,tBuOH, MeOH-water or EtOH-water.

Reference£º
Article; Jernei, Tamas; B?sze, Szilvia; Szabo, Rita; Hudecz, Ferenc; Majrik, Katalin; Csampai, Antal; Tetrahedron; vol. 73; 43; (2017); p. 6181 – 6192;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem