Month: September 2020

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 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

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.

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 belongs to phthalazine compound, name is 6-Bromophthalazine, and cas is 19064-74-5, its synthesis route is as follows.,19064-74-5

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).

With the complex challenges of chemical substances, we look forward to future research findings about 19064-74-5,belong phthalazine compound

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.763111-47-3,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.,763111-47-3

General procedure: Intermediates 8 (1 eq) and respective 9-chloroacridine derivatives 4a-4f (1.1 eq) were added to a round flask, and then excessphenol was added as solvent. The reaction system was warmed up to 60 C until phenol was melted and stirred for 0.5 h under argonprotection. Then the mixture was warmed up to 120 C and continued to reaction for more 2 h. After the reaction was completed, themixture was added to ethyl ether drop by drop [2]. The precipitate was filtered and washed twice with new ethyl ether to give pureproducts 9a-9f, which were then characterized by 1H NMR, 13C NMR, melting point and high resolution mass spectrum (HRMS, ESI).

763111-47-3 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one 11726399, aphthalazine compound, is more and more widely used in various fields.

Reference£º
Article; Dai, Qiuzi; Chen, Jiwei; Gao, Chunmei; Sun, Qinsheng; Yuan, Zigao; Jiang, Yuyang; Chinese Chemical Letters; vol. 31; 2; (2020); p. 404 – 408;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1242156-59-7,6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.

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

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.,763111-47-3

4-(4-Fluoro-3-(piperazin-1-yl-carbonyl)-benzyl)pyridazine-1(2H)one (5) (0.78 g, 2.13 mmol) was added to a 25 ml three-necked flask.And adding dichloromethane (6.5 ml), 2-butynoic acid (215 mg, 2.56 mmol), HOBT (431 mg, 3.20 mmol), EDCI (614 mg, 3.20 mmol), and stirring to 1-10 C,An excess of DIPEA (550 mg, 4.26 mmol) was added dropwise and the mixture was allowed to warm to room temperature.After TLC showed that the reaction was completed, the reaction mixture was directly concentrated to dryness, and the residue was mixed with water and then stirred for 1 hour and then filtered.Obtained as an off-white solid.The yield was 31%.

With the complex challenges of chemical substances, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one

Reference£º
Patent; Shanghai Bobang Pharmaceutical Technology Co., Ltd.; Gao Heyong; Liu Zhende; Zhang Wensheng; (28 pag.)CN108383798; (2018); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

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.

With the complex challenges of chemical substances, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one

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

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

6-Bromophthalazin-1(2H)-one (1.00 g, 4.44 mmol), cyclopropylboronic acid (0.57 g, 6.67 mmol), tricyclohexylphosphine (0.13 g, 0.44 mmol) and potassium phosphate (0.57 g, 6.67 mmol) were suspended in a mixed solution of toluene (20mL) and water (1mL). To this mixture, palladium(II) acetate (0.20 g, 0.89 mmol) was added under nitrogen atmosphere at ambient temperature and stirred at 100 C for 3 h. Cooled to ambient temperature, the reaction mixture was filtered and insoluble material was washed with water and ethyl acetate. The filtrate was extracted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered and concentrated. The crude material was purified by chromatography on silica gel, eluted with hexane/ethyl acetate to afford 6-cyclopropylphthalazin-1(2H)-one (0.13 g). 1H NMR (400 MHz, DMSO-d6) delta 12.52 (s, 1H), 8.25 (s, 1H), 8.08 (d, J = 8.2 Hz, 1H), 7.60 (d, J = 1.7 Hz, 1H), 7.56 (dd, J = 8.3, 1.8 Hz, 1H), 2.18 – 2.00 (m, 1H), 1.14 – 1.08 (m, 2H), 0.89 – 0.83 (m, 2H) ; LCMS (m/z): 187.1 [M+H]+.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazin-1(2H)-one

Reference£º
Patent; Carna Biosciences, Inc.; KAWAHATA, Wataru; ASAMI, Tokiko; SAWA, Masaaki; ASAMITSU, Yuko; IRIE, Takayuki; MIYAKE, Takahiro; KIYOI, Takao; EP2824099; (2015); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Name is 6-Bromophthalazine-1,4-diol, as a common heterocyclic compound, it belongs to phthalazine compound, and cas is 76240-49-8, its synthesis route is as follows.,76240-49-8

Example 78: ^Chloro-beta-tS-piperidin-l-ylmethyl-benzylaminoJ-lH-phthalazin-l- one; 6-Bromo-4-chloro-2H-phthalazin-l-one; A mixture of 6-bromo-2,3-dihydro-phthalazine-l,4-dione (42.8 g, 178 mmol) in POCl3 (300 mL) was heated at reflux for 3h. The mixture was allowed to cool and concentrated. The residue was taken up in EtOAc (400 mL) and water (200 mL), and neutralized with sodium bicarbonate. The layers were separated, aqueous layer was extracted with EtOAc (3×200 mL), and combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was dissolved in dioxane (300 mL) and 2N NaOH (25OmL). The mixture was heated at 500C for 30min, poured into water (3L), and stirred for 15 min. Solid was filtered and dried in vacuum at room temperature to give title compound as a greenish solid (12.0 g, 24.3%). 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

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