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Share a compound : 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 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%.

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;,
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Share a compound : 119-39-1

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2H-phthalazin-1-one (1.33 g, 9.1 mmol) in tetrahydrofuran (45.5 mL, 0.2M) cooled to 0 C. was treated with a 60% dispersion of sodium hydride in mineral oil (437 mg, 10.9 mmol). The reaction was stirred at 0 C. for 5 min and then at 25 C. for 30 min. After this time, the reaction was treated with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10, 2.35 g, 10 mmol). The reaction was then warmed to 50 C. where it stirred overnight. At this time, the reaction was cooled to 25 C., poured into water (100 mL), and extracted with methylene chloride (3¡Á100 mL). The organics were dried over sodium sulfate, filtered and concentrated in vacuo. Silica gel column chromatography (ISCO, 80 g, 20-50% ethyl acetate/hexanes) afforded 3-cyclopentyl-2-(1-oxo-1H-phthalazin-2-yl)-propionic acid methyl ester (1.78 g, 61%) as a clear oil; ES+-HRMS m/e calcd for C17H20N2O3 [M+H+] 301.1547 found 301.1546.

Reference£º
Patent; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
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Brief introduction of 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

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

EXAMPLE 7A Preparation of Hydralazine Base in the Absence of Organic Solvent A 2 L, 3-necked, round-bottomed flask fitted with a temperature probe and condenser, and was charged 375 mL of hydrazine hydrate; the solution was then cooled to 0 to 5 C. About 75 g of 1-chlorophthalazine salt was added in portions at a rate to maintain the solution temperature at 0 to 5 C. After addition, the solution was stirred at 20 to 25 C. for about 24 hrs. The reaction mixture was then cooled to 0 to 5 C. and 150 mL of methanol was added, the solution stirred for 3 hrs, and the resulting solid material was filtered, washed with 150 mL of cold methanol, and dried under vacuum at 35 C. Yield 99%.

Reference£º
Patent; Navinta LLC; US2007/129546; (2007); A1;,
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Analyzing the synthesis route of 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.

Weigh 0.324g of commercial compound C1a dissolved in 3ml DMF,60% NaH 0.16g was added under ice bath.Stir for 30 minutes and add 0.591 g of ethyl 4-(bromomethyl)benzoate.Stir for 1 hour at room temperature. Pour the reaction mixture into 100ml of crushed ice.Extract several times with ethyl acetate, combine the organic layers, and evaporate.Light yellow solid (Intermediate C1b).Dissolve this intermediate in 10 ml of THF and add 2.9 ml of 8N NaOH.Return overnight. The reaction solution was diluted with water, and the aqueous layer was washed with ethyl acetate.The aqueous layer was adjusted to pH 6 with 6N HCl, precipitated and filtered.The precipitate is washed with water and dried to give a beige product C1c

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shen Jingkang; Xiong Bing; Zhao Lele; Li Jia; Geng Meiyu; Ma Lanping; Chen Danqi; Su Mingbo; Zhou Yubo; Hu Xiaobei; Liu Hongchun; Shen Aijun; (54 pag.)CN107879975; (2018); A;,
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Analyzing the synthesis route of 253-52-1

253-52-1, 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. Phthalazine, cas is 253-52-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a Schlenk tube charged with a stirring bar, the air-stable bidentate Lewis acid catalyst B (5.00 mol percent) and the stated solvent were added under N2. Then, the phthalazine (1.00 equiv), dienophile (2.00 equiv; for enamines, generated in situ from aldehyde and amine) were added subsequently. The reaction mixture was stirred at the given temperature. After the reaction was finished, the solvent was removed. The remaining residue was purified by flash column chromatography over SiO2 to obtain the product.

Reference£º
Article; Hong, Longcheng; Ahles, Sebastian; Heindl, Andreas H.; Tietcha, Gastelle; Petrov, Andrey; Lu, Zhenpin; Logemann, Christian; Wegner, Hermann A.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 618 – 625;,
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Downstream synthetic route of Phthalazine

253-52-1, 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.,253-52-1 ,Phthalazine, other downstream synthetic routes, hurry up and to see

Name is Phthalazine, as a common heterocyclic compound, it belongs to phthalazine compound, and cas is 253-52-1, its synthesis route is as follows.

General procedure: In a Schlenk tubecharged with a stirring bar, the air-stable bidentate Lewis acid catalyst B (5.00 mol percent)and the stated solvent were added under N2. Then, the phthalazine (1.00 equiv),dienophile (2.00 equiv; for enamines, generated in situ from aldehyde and amine)were added subsequently. The reaction mixture was stirred at the given temperature.After the reaction was finished, the solvent was removed. The remaining residue waspurified by flash column chromatography over SiO2 to obtain the product.

Introduction of a new synthetic route about 119-39-1

General procedure: Method A The Mitsunobu reaction was carried out under argon. Diethyl azodicarboxylate (1.03 mmol, solution in toluene c?40%) was slowly added to a stirred solution of triphenylphosphine (1.03 mmol) in dry THF (10mL) at the temperature between -10C and -5C. Then a solution of phthalazinone 2 (0.684 mmol) in THF (10 mL) was added dropwise. The whole lot was mixed for 15 min at this temperature and next the appropriate alcohol (0.753 mmol) in THF (5 mL) was added at -10 to -5C. The mixture was stirred during 2 h at this conditions, after, which time the reaction mixture was warmed to ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, ethyl ether (5 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography. Method B The Mitsunobu reaction was carried out under argon. To a round bottom flask were added phthalazinone 2 or 3 (1.78 mmol), alcohol (2.67 mmol), triphenylphosphine (2.67 mmol) and THF (40 mL). Then, the solution was cooled to the temperature -20C for 15 min and diethyl azodicarboxylate (2.67mmol, solution in toluene c?40%) was added dropwise to the solution. The reaction was stirred at -20C for 1h, and then the cold bath allowed to slowly warm to an ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, diethyl ether (15 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography.

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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The important role of 76240-49-8

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

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.

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.

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
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Introduction of a new synthetic route about 1242156-59-7

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

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

To a stirred suspension of NaH (60%, 182 mg, 4.54 mmol) in DMF (1 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; 500 mg, 2.27 mmol) in DMF (1.5 mL) at 0 C. The mixture was heated to 70 C and stirred for 30 min. The mixture was cooled to room temperature, a solution of 5-bromo-2-bromomethyl-l,3-difluoro-benzene (715 mg, 2.5 mmol) in DMF (1.5 mL) was added and the mixture was stirred for 4 h at room temperature. The mixture was cooled and cold water (5 mL) was added. The mixture was extracted with EtOAc and the organic extract was dried, and evaporated. The residue was purified by chromatography (silica gel, 5-10% EtOAc/hexane) to give 2-(4-bromo-2,6-difluoro-benzyl)-6-tert-butyl-8-fluoro-2H- phthalazin-l-one (555 mg, 57%) as a yellow solid. MS calcd. for Ci9Hi7BrF3N20 [(M+H)+] 425, obsd. 425.

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;,
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Analyzing the synthesis route of 1242156-59-7

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.

In a 1 L round-bottomed flask, 6-tert-butyl-8-fluorophthalazin-1(2H)-one (5.6 g, 25.4 mmol, Eq: 1.00) was combined with THF (300 ml) to give a colorless solution. Sodium hydride (1.12 g, 28.0 mmol, Eq: 1.1) was added. The reaction mixture was stirred at ambient temperature for 10 min 2-Fluoro-4-iodonicotinaldehyde (7.02 g, 28.0 mmol, Eq: 1.1) was added and the reaction mixture was stirred at ambient temperature for 1 h. The reaction was complete as determined by LCMS analysis. The reaction mixture was quenched with saturated NH4Cl. The reaction mixture was poured into 200 mL H2O and extracted 3X with CH2Cl2. The organic layers were washed with brine, then dried over Na2SO4 and concentrated in vacuo. The resultant bright yellow solid was transferred into a filter funnel and the flask washed twice with a small volume of EtOAc to ensure complete transfer of the solid into the funnel. The liquid was filtered through. The solid was triturated twice with Et2O and dried under vacuum to afford the desired product as a cream-colored solid (8.09 g, 17.9 mmol, 70.5 % yield). (M+H) = 452 m/e. H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.44 (s, 9 H) 7.49 – 7.54 (m, 1 H) 7.54 (d, J=1.77 Hz, 1 H) 8.03 (d, J=5.31 Hz, 1 H) 8.30 (d, J=2.53 Hz, 1 H) 8.37 (d, J=5.31 Hz, 1 H) 9.98 (s, 1 H).

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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