Category: phthalazine

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

General procedure: Method A A mixture of 4-bromophthalazin-1(2H)-one (3) (2.22mmol), potassium carbonate (6.66mmol) in dry acetone (20mL) was heated to boiling for 30 min and next methyl iodide (3.33mmol) was added. The reaction mixture was heated and stirred under reflux for 8h. Method B A mixture phthalazin-1(2H)-one (2) (3.42mmol), caesium carbonate (4.11 mmol) in dry acetone (20 mL) was charged to PTFE tubes, sealed in ceramic cases and placed in the rotor. The reaction mixture was heated to 55C, held for 0.5 h at 55C and then cooled to 25C. In the next step the methyl iodide (0.23mL, 3.77mmol) was added and the reaction was continued at 55C for 3.5h. After cooling to room temperature the separated solid was collected by filtration and washed with acetone (5mL). The filtrate was concentrated under reduced pressure and then the crude product was purified by flash chromatography.

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Reference£º
Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
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Phthalazine, cas is 253-52-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,253-52-1

General procedure: N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was N-heteroarene (1 mmoL, 80 mg), alpha-keto acid (3 mmol), Formic acid (1 mmol, 38 muL), ammonium persulfate (3 mmoL, 685 mg), ferrous sulfate heptahydrate (0.08 mmoL, 22 mg) and 20 mL of mixed solvent (DCM: H2O = 3: 1) , 0.1 mL DMSO was added into a 25 mL round-bottomed flask. The mixture was stirred at 40 oC until TLC analysis indicating that the reaction was complete (witnessed by the disappearance of the N-heteroarene). After separation of organic phase, the residue was neutralized by 0.1 M sodium hydroxide solution, then extracted with DCM (3¡Á20 mL), combined the organic phases, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using a mixture of petroleum ether/EtOAc (v : v = 20 : 1) as eluent to afford the desired pure product.

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Reference£º
Article; Wang, Xiu-Zhi; Zeng, Cheng-Chu; Tetrahedron; vol. 75; 10; (2019); p. 1425 – 1430;,
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75884-70-7, 6-Bromophthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,75884-70-7

6-bromopyridazine-1(2H)-one (0.80 g, 3.55 mmol), A solution of cesium carbonate (2.89 g, 8.86 mmol) and 2-chloromethyloxazole (0.50 g, 4.25 mmol) in N,N-dimethylformamide (10 mL) was stirred at 50 C for 5 h. The reaction system was cooled to room temperature, poured into water, and the solid was collected by filtration. Wash the filter cake with water and petroleum ether, respectively. Drying under reduced pressure gave Compound 3.1 (0.84 g, yield: 78%) as a yellow solid.

As the paragraph descriping shows that 75884-70-7 is playing an increasingly important role.

Reference£º
Patent; Shanghai Dinuo Pharmaceutical Technology Co., Ltd.; Gao Daxin; Yang Heping; Chen Shoujun; Gao Yaqiao; Wang Longsheng; (32 pag.)CN109721597; (2019); A;,
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Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

A mixture of the commercially available phthalazin-l(2//)-one (5.0 g, 34.0 mmol) and phosphorus oxychloride (POCh) (25 mL) was heated with stirring at l00C for 2 h. After cooling to room temperature, the excess POCI3 was completely distilled out under reduced pressure. The residue was triturated with toluene (2 x 25 mL) and followed with THF (100 mL), and the solid product was collected by filtration and washed with THF. The product was then dissolved in DCM, washed with saturated aqueous NaHC03 solution, dried over sodium sulfate and evaporated under reduced pressure to give 1- chlorophthalazine. Yield 4.6 g (82%); mp 119-121 C (lit.33 mp 132-134 C). (0220) [0134] NMR (DMSO-^e) d 8.20 (2H, t, J = 7.2 Hz, ArH), 8.33 (2H, t, J = 7.6 Hz, ArH), 9.73 (1H, s, ArH). (0221) [0135] 13C NMR (DMSO-?) d 126.1, 128.4, 128.7, 155.3. HRMS [ESL]: calculated for C8H5ClN2, 165.0220 [M+H]+, found 165.0212.

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Reference£º
Patent; ACADEMIA SINICA; SU, Tsann-long; LEE, Te-chang; CHEN, Tai-lin; (92 pag.)WO2019/99755; (2019); A1;,
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Phthalazine, cas is 253-52-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,253-52-1

General procedure: Phthalazine (1) (91 mg, 0.70 mmol), 1,1-dicyanoalkene 2(0.70 mmol), and isocyanide 3 (0.70 mmol) were dissolvedin acetonitrile (1 ml). After that, distilled water(0.05?0.1 ml) was added to the reaction mixture up tovisible turbidity and stirred at 25?30¡ãC for 12?18 h. Thereaction mixture was evaporated to dryness and product 4was purified by crystallization from ethanol.

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Reference£º
Article; Mironov, Maxim A.; Shulepov, Iliya D.; Kozhikhova, Ksenia V.; Ivantsova, Maria N.; Tokareva, Maria I.; Chemistry of Heterocyclic Compounds; vol. 53; 4; (2017); p. 430 – 433; Khim. Geterotsikl. Soedin.; vol. 53; 4; (2017); p. 430 – 433,4;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

Phthalazin-1(2H)-one (7 mmol) and POCl3 (56 mmol) were charged into a 100-mL, 3-necked flask and heated at 75C for 30 min. After being cooled to room temperature, the mixture was poured into ice water and then added additional 10% NaOH until the pH of the solution is 7.5. The solid was isolated by filtration and washed with 2 ml iced water. The resulting solid was dissolved in EtOH (6 ml), to which 50% hydrazine hydrate (3 ml) was added. After stirring at 60-70C for 2h, the pH value of the mixture was adjusted to 3 with 15% hydrochloric acid. Then the mixture was cooled to 0-5C. The solid was isolated by filtration, washed with iced EtOH (2 ml), and dried, giving the desired product (894 mg, 65% yield).

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Reference£º
Article; Liu, Bin; Zhang, Chunlei; Zhou, Xigeng; Tetrahedron; vol. 72; 50; (2016); p. 8282 – 8286;,
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

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 %).

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

Reference£º
Patent; CADILA HEALTHCARE LIMITED; SHRIVASTAVA, Brijesh Kumar; WO2012/14221; (2012); A1;,
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5-Nitrophthalazine, cas is 89898-86-2, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,89898-86-2

(C) Phthalazine-5,8-dione precursors (Y1 and Y4=C, Y2 and Y3=N) used in the process of the present invention were prepared according to the following reaction scheme 4. The detailed procedure is described in (i) J. Med. Chem., 48, 744-752, and (ii) Bioorganic and Medical Chemistry Letters, 27, 2577-2580.

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Reference£º
Patent; Gerogetown University; Brown, Milton L.; Paige, Mikell; Torestsky, Jeffrey A.; Uren, Aykut; Kosturko, George; Bulut, Gullay; (58 pag.)US9522908; (2016); B2;,
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Phthalazine | C8H6N2 – PubChem

2-(3-(4-Bromo-2-fluorobenzyl)-4-oxo-3,4-dihydrophthalazin-1-yl)acetic acid, cas is 72702-95-5, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,72702-95-5

EXAMPLE 54 Acetyl chloride (10 ml.) was added to stirred methanol (150 ml.) to give a solution of hydrogen chloride in methanol and methyl acetate. 2-(2-Fluoro-4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetic acid (2.1 g.) was added to this solution and the mixture was heated under reflux for 18 hours, and then cooled to room temperature. The solid which crystallized out was separated by filtration and recrystallized from methanol to give methyl 2-(2-fluoro-4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetate (1.4 g.), m.p. 151-153 C.

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Reference£º
Patent; Imperial Chemical Industries Limited; US4251528; (1981); A;,
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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

In a 50 mL round-bottomed flask, 2-chloro-4-iodonicotinaldehyde (389 mg, 1.45 mmol, Eq: 1.6), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (200 mg, 908 mumol, Eq: 1.00) and potassium carbonate (251 mg, 1.82 mmol, Eq: 2) were combined with DMSO (8 ml) to give a yellow solution. The solution was degassed for 5 min with argon. Copper(I) iodide (173 mg, 908 mumol, Eq: 1.00) was added. The reaction mixture was heated to 110 C and stirred for 2 h and the reaction was allowed to cool to room temperature. The reaction was diluted with 1:1 H2O/ sat. NH4Cl (80 mL) and the resulting solid collected by filtration. The solid was washed several times with 1:1 H2O/ sat. NH4Cl, then water (2X) and then EtOAc: hexanes (3:1, 2X). A lot of color in the organic phase. A brown solid remained. Solid was washed with EtOAc and then CH2Cl2 several times. The combined organic extracts were washed with water, dried over MgSO4 and concentrated in vacuo. The resulting residue was purified by flash chromatography (silica gel, 40 g, 5% to 30% EtOAc in hexanes) to afford the desired product (170 mg) as a white solid. (M+H)+ = 360 m/e. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.42 (s, 9 H) 7.40 – 7.65 (m, 3 H) 8.24 (d, J2.64 Hz, 1 H) 8.66 (d, J5.29 Hz, 1 H) 10.32 (s, 1 H).

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Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; BROTHERTON-PLEISS, Christine; JAIME-FIGUEROA, Saul; LOPEZ-TAPIA, Francisco Javier; LOU, Yan; OWENS, Timothy D.; WO2013/24078; (2013); A1;,
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