Month: September 2020

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

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.

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

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

763111-47-3,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.

General procedure: Compound 4 (400 mg, 1.09 mmol, 1 eq) was dissolved in acetonitrile(10 ml), and then 5a-c (1 eq) and DIEA (2 eq) were added.The mixture was stirred at room temperature for 2 h, and then theprecipitate was filtered, washed with water, acetonitrile and ethylether, and dried to give products 6a-c.4.1.2.1. Methyl (E)-3-(4-((4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl) benzoyl)piperazin-1-yl)methyl)phenyl)acrylate(6a). White powder; yield 64%; mp 160-162 C; 1H NMR(400 MHz, DMSO-d6) d 12.60 (s, 1H), 8.26 (dd, J = 7.7, 1.5 Hz, 1H),7.96 (d, J = 7.7 Hz, 1H), 7.91-7.85 (m, 1H), 7.85-7.78 (m, 1H),7.72-7.60 (m, 3H), 7.46-7.40 (m, 1H), 7.36 (d, J = 8.0 Hz, 2H),7.31 (dd, J = 6.5, 2.3 Hz, 1H), 7.26-7.17 (m, 1H), 6.63 (d,J = 16.1 Hz, 1H), 4.32 (s, 2H), 3.73 (s, 3H), 3.67-3.56 (m, 2H), 3.51(s, 2H), 3.23-3.10 (m, 2H), 2.45-2.34 (m, 2H), 2.32-2.18 (m, 2H).19F NMR (376 MHz, DMSO-d6) d-119.83. 13C NMR (101 MHz,DMSO-d6) d 166.6, 163.63, 159.2, 156.2 (d, J = 245.4 Hz), 144.7,144.2, 140.4, 134.7 (d, J = 3.2 Hz), 133.3, 132.8, 131.4,, 129.2,129.0, 128.6 (d, J = 3.9 Hz), 128.2, 127.8, 126.0, 125.3, 123.7 (d,J = 18.3 Hz), 117.4, 115.9, 115.7, 61.2, 52.6, 52.0, 51.3, 46.5, 41.3,36.3. HRMS (ESI) m/z calculated for [M+H]+ 541.2251, found541.2227.

The synthetic route of 763111-47-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yuan, Zigao; Chen, Shaopeng; Sun, Qinsheng; Wang, Ning; Li, Dan; Miao, Shuangshuang; Gao, Chunmei; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4100 – 4109;,
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

(c) 4-[3-(4-Cyclopropanecarbonyl-piperazine-1-carbonyl)-4-fluoro-benzyl]-2H-phthalazin-1-one (A)To a stirred suspension of compound B (1290 g) in CH2CI2 (15480 ml) under nitrogen was added a pre-mixed solution of triethylamine (470 ml) and cyclopropane carbonyl chloride (306 ml) in CH2CI2 (1290 ml) dropwise with the temperature kept below 2O0C. The solution was then stirred at 10-15C for 15 minutes and sampled for completion. The reaction mixture was found to contain only 1.18% of starting material B and so the reaction was deemed complete and the batch was then worked-up.The reaction mixture was washed with water (7595 ml), 5% citric acid solution (7595 ml), 5% sodium carbonate solution (7595 ml) and water (7595 ml). The organic layer was then dried over magnesium sulfate (50Og).The CH2CI2 containing product layer was then isolated, filtered through Celite and charged to a 25I vessel. CH2CI2 (8445 ml) was then distilled out at atmospheric pressure and ethanol (10000 ml) added. Distillation was then continued with every 4000 ml of distillate that was removed being replaced with ethanol (4000 ml) until the head temperature reached 73.70C. The reaction volume was then reduced (to 7730 ml) by which time the head temperature had reached 78.90C and the solution was allowed to cool to 8C overnight. The solid was then filtered off, washed with ethanol (1290 ml) and dried at 700C overnight.Yield = 1377.3 g (90%). HPLC purity (99.34% [area %]). Contained 4.93% ethanol and 0.45% CH2CI2 by GC.

With the rapid development 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; KUDOS PHARMACEUTICALS LIMITED; WO2008/47082; (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

1-(2-Formyl-3-iodophenyl)-3-(4-(morpholine-4-carbonyl)phenylamino)-1H-pyrazole-4-carbonitrile (115 mg, 0.218 mmol), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (48 mg, 0.218 mmol), cuprous iodide (41.5 mg, 0.218 mmol) and sodium bicarbonate (36.6 mg, 0.436 mmol) were combined in 2 mL of DMSO. The mixture was thoroughly degassed with argon and stirred in an oil bath preheated to 100 C. for 1 hr. The mixture was extracted with dichloromethane and water. The organic layer was washed with brine, dried over sodium sulfate and filtered. Solvents were evaporated and the residue was purified by flash column chromatography using methanol in dichloromethane (0% to 5% in 16 minutes, 24 g silica gel) to give 1-[3-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-2-formyl-phenyl]-3-[4-(morpholine-4-carbonyl)-phenylamino]-1H-pyrazole-4-carbonitrile as a pale pink solid (54 mg, 40% yield). LC/MS clacd for C34H30FN7O4 (m/e) 619.23, obsd 620.0 (M+H, ES+); 1H NMR (400 MHz, CDCl3) delta ppm 1.43 (s, 9H), 3.56-3.76 (m, 8H), 6.61 br. s., 1H), 7.40 (d, J=8.6 Hz, 2H), 7.46 (d, J=8.6 Hz, 2H), 7.52 (dd, J=12.4, 1.8 Hz, 1H), 7.55-7.59 (m, 2H), 7.64 (d, J=7.8 Hz, 1H), 7.78 (t, J=8.1 Hz, 1H), 8.16 (s, 1H), 8.32 (s, 1H), 9.97 (s, 1H).

1242156-59-7 is used more and more widely, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

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

763111-47-3,763111-47-3, 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

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
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

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

j0202] 6-l3romo-1-chlorophthalazine (9c) In a flame dried 50 mE round bottom flask was added 6-bromophthalazin-1 (2H)-one (402 mg, 1.78 mmol), anhydrous acetonitrile (18 mE), and phosphorus oxychloride (0.5 mE, 5.36 mmol). The mixture was refluxed for 2 hours, then cooled to 0 C., diluted with dichloromethane (40 mE), and quenched with a dropwise addition of sat. aq. NaHCO3 (40 mE). The biphasicmixture was stirred vigorously and allowed to warm to room temperature. Afier 1 hour the layers were separated andaqueous was extractedwith dichioromethane (2×50 mE).combined organic layers were washed with sat. aq. NaHCO3 (40 mE), washed with brine (30 mE), dried over Na2504,concentrated to yield 29c as a yellow solid in 94% yield.NMR (500 MHz, CDC13) oe 9.39 (s, 1H), 8.17-8.21 (m, 2H), 8.10 (dd, J=8.8, 2.0 Hz, 1H). ECMS found 242.9 [M+H].

75884-70-7 is used more and more widely, we look forward to future research findings about 6-Bromophthalazin-1(2H)-one

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

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

To the reaction kettle was added 6 L of dichloromethane,4- (4-fluoro-3- (piperazine-1-carbonyl) benzyl) phthalazin-1 (2-hydro) -one (400 g, 1.09 mol)Cooled to 0 C,Triethylamine (153 g, 210 mL, 1.51 mol) was slowly added,Cyclopropanecarbonyl chloride (130 g, 1.24 mol)Stir at room temperature,After TLC detection reaction,Add 3L of water,2L dichloromethane,Dispensing,The organic phase was removed by distillation under reduced pressure,To obtain 320 g of a yellow solid;HPLC purity 96.13%Yield 67.5%.

763111-47-3 is used more and more widely, we look forward to future research findings about 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one

Reference£º
Patent; Sichuan Kelun Drug Research Institute Co., Ltd.; Li, Hongming; Wu, Wei; Tuo, Shichuan; Wang, Lichun; Wang, Jingyi; (8 pag.)CN105985294; (2016); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

A suspension of 134D (315 mg, 1.4 mmol) and phosphorus oxychloride (2 mL) was heated at 110 C. for 1 h. The reaction mixture was cooled to rt and the solvent was evaporated in vacuo. The residue was cooled in an ice bath and cold water and 1N NaOH solution were added until the mixture was basic. The yellow solid was filtered and washed with water to afford 134E (295 mg, 87%). LC-MS m/z: 245.13 (M+H)+.

75884-70-7 is used more and more widely, we look forward to future research findings about 6-Bromophthalazin-1(2H)-one

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/3539; (2007); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

To a 100 mL round bottom flask series added compound 4-1 (1.77 g, 8.04 mmol), commercially available starting material 4-2 (1.40 g, 8.84 mmol) and cesium carbonate (1.90 g, 4.82 mmol). The flask was evacuated and back filled with nitrogen three times. Then ethoxytrimethylsilane (1.90 g, 16.07 mmol) and DMF (20 mL) were added to the reaction flask, and the resulting mixture was heated 62C. After 5 h stirring, the solution was allowed to cool down to ambient temperature and the reaction was quenched by addition 20 mL of water. The desired product started to precipitate from DMF and watermixture. The solid was collected by filtration after cooling down to 5C, and washed with water. The filter cake was dried under vacuum oven at 50C to afford crude compound 3 (2.88 g, yield:99.8%) as a light yellow solid which was used for next step without purification.

1242156-59-7 is used more and more widely, we look forward to future research findings about 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one

Reference£º
Patent; CHEN, Yi; WO2015/50703; (2015); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

6-Amino-2,3-dihydrophthalazine-1,4-dione, cas is 3682-14-2, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,3682-14-2

Example 334: Preparation of 6-((4-(cyclopropyIamino)-5-(trifluoromethyl)pyrimidin-2- yl)amino)-2,3-dihydrophthalazine-l,4-dione2-Chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (0.055 g, 0.231 mmol) and 6-amino-2,3-dihydrophthalazine-1 ,4-dione (0.041 g, 0.231 mmol) were mixed in acetic acid (2 ml). The mixture was microwaved at 1 10 ¡ãC for 20 min and then concentrated. Added MeOH and 5percent DMF and filtered the solid to give 35 mg of product. MS calcd for [Ci6H13F3N602+H]+: 379.12, found 379.00.

3682-14-2 is used more and more widely, we look forward to future research findings about 6-Amino-2,3-dihydrophthalazine-1,4-dione

Reference£º
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem