Tag: M.W:200-300

6-Bromophthalazine, cas is 19064-74-5, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,19064-74-5

Example 154 Synthesis of 5′-((3-endo)-3-amino-8-azabicyclo[3.2.1]octane-8-carbonyl)-3-fluoro-2′-(phthalazin-6-yl)-[1,1′-biphenyl]-4-carbonitrile The procedure of steps 1 to 5 in Example 41 was conducted using 6-bromophthalazine instead of 1-(4-bromo-3-fluoro-phenyl)-2-methyl-propan-2-ol to give the title compound.

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Patent; Taiho Pharmaceutical Co., Ltd.; OSADA, Akiko; EP3632443; (2020); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

763114-26-7, 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,763114-26-7

A solution of 1-5 – [(3,4-dihydro-4-oxo-l-phthalazinyl) methyl] -2- fluorobenzoic acid (60.0 g, 0.20 mol)Suspended in 600 mL of acetonitrile,Anhydrous piperazine (43.0 g, 0.50 mol)Piperazine dihydrochloride (79.0 g, 0.50 mol)Concentrated sulfuric acid (2.78 ml, 0.04 mol)Heated to 78-80 C under reflux for 7 to 8 hours,Drop to room temperature,Concentrated under reduced pressure acetonitrile, water was added 1000ml, stirred for 30min; concentrated ammonia was added dropwise to a PH value of 7-8, stirred 2h, suction filtration,44.1 g of 1- [5 – [(3,4-dihydro-4-oxo-1-phthalazinyl) methyl] -2-fluorobenzoyl] piperazine was obtained in a yield of 60.1%.1- [5 – [(3,4-dihydro-4-oxo-1-phthalazin-yl) methyl] -2-fluorobenzoyl] piperazine 1H NMR, (400 MHz) see Figure 1.

As the paragraph descriping shows that 763114-26-7 is playing an increasingly important role.

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Patent; Shanghai Pharmaceutical Group Co., Ltd.; Deng Yu; (7 pag.)CN106554316; (2017); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

75884-70-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.75884-70-7,6-Bromophthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.

To a stirred solution of commercially available 2a (100mg, 0.444 mmol) in DMF was added NaH (32 mg, 1.333 mmol) at 0 oC. After stirring for 20 min, 3-methoxybenzyl bromide (62 muL, 0.444 mmol) was added into the cooled solution. Then the reaction was transferred to RT and kept stirring for 12h. The reaction mixture was concentrated to dryness under vacuum and then partitioned between CH2Cl2 and water. The organic layer was washed with brine and dried over MgSO4. The organic phase was concentrated to dryness under vacuum and puried via a ash chromatography silica gel plate (20 ¡Á 20 cm) to afford intermediate 3a (petroleum ether/ethyl acetate, 2/1) in 45% yield as a pale yellow solid. 1H NMR (400 MHz, DMSO) delta 8.42 (s, 1H), 8.26 (d, J = 1.8 Hz, 1H), 8.18 (d, J = 8.5 Hz, 1H), 8.03 (dd, J = 8.5, 1.9 Hz, 1H), 7.24 (t, J = 7.8 Hz, 1H), 6.87 (s, 2H), 6.85 (dd, J = 7.7, 2.9 Hz, 1H), 5.28 (s, 2H), 3.72 (s, 3H).

The synthetic route of 75884-70-7 has been constantly updated, and we look forward to future research findings.

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Article; Miao, Zhuang; Sun, Yu-meng; Zhao, Lan-ying; Li, Yue-shan; Wang, Yi-fei; Nan, Jin-shan; Qiao, Ze-en; Li, Lin-li; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 30; 6; (2020);,
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

2-(4-Bromo-2-fluoro-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-1-one To a 20 mL reaction vial with stirbar was added 6-(tert-butyl)-8-fluorophthalazin-1(2h)-one (200.00 mg; 0.91 mmol; 1.00 eq.), 4-bromo-2-fluorobenzyl bromide (267.63 mg; 1.00 mmol; 1.10 eq.), and cesium carbonate (591.75 mg; 1.82 mmol; 2.00 eq.) in ACN (6.00 ml; 114.88 mmol; 126.50 eq.). The reaction vial was sealed and heated to 80 C. overnight. Concentrated and purified by flash chromatography (KP-sil column, 10 g; 5-50% EtOAc/hexanes 15 CV). Concentrated product fractions and dried to afford 218 mg (59%) of the title compound as a orange solid. HPLC: 97% purity. MS: 408 [M+H]+

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Patent; Merck Patent GmbH; GAILLARD, Pascale; SEENISAMY, Jeyaprakashnarayanan; LIU-BUJALSKI, Lesley; CALDWELL, Richard D.; POTNICK, Justin; QIU, Hui; NEAGU, Constantin; JONES, Reinaldo; WON, Annie Cho; GOUTOPOULOS, Andreas; SHERER, Brian A.; JOHNSON, Theresa L.; GARDBERG, Anna; (234 pag.)US2016/96834; (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

In a 10ml seal tube, 6-bromo-2H-pyridazin-l-one (108 mg, 480 muetaiotaomicron, Eq: 1.00), NH4OH (931 mg, 1.03 ml, 7.97 mmol, Eq: 16.6) and copper powder (30.5 mg, 480 muiotaetaomicron, Eq: 1.00) were combined with isopropyl alcohol (1 ml) to give a light brown suspension. The tube was sealed and the reaction was heated to 100 C overnight. The crude reaction mixture was concentrated in vacuo. The reaction mixture was diluted with sat NH4C1 and dichloromethane. The 2 phase mixture was filtered, the filtrate was separated and the aqueous extracted with dichloromethane (3X30 ml). SiC”2 was added to the aqueous phase and concentrated. The solid was suspended in hot dichloromethane/methanol 9: 1 and sonicated. Filtered and washed the filter cake with warm dichloromethane/methanol 9: 1. The filtrate was combined with the dichloromethane extracts and stripped to a light yellow powder. The powder was dried under vacuum at 25C for 1 hour to afford 62 mg (80%) of the desired product. MS +m/z: 162.1. (M+l)

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Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Zhi; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; MERTZ, Eric; WEIKERT, Robert James; WO2014/135483; (2014); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

7-Bromophthalazin-1(2H)-one, cas is 152265-57-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,152265-57-1

10198] 7-l3romo- 1 -chlorophthalazine (9a) In a flame dried25 mE round bottom flask was added 7-bromophthalazin-1 (2H)-one (205 mg, 0.91 mmol), anhydrous acetonitrile (9 mE), and phosphorus oxychloride (0.3 mE, 3.22 mmol). The mixture was refluxed for 2 hours, then cooled to 00 C., diluted with dichloromethane (20 mE), and quenched with a drop- wise addition of sat. aq. NaHCO3 (20 mE). The biphasic mixture was stirred vigorously and allowed to warm to room temperature. Afier 1 hour the layers were separated and the aqueous was extractedwith dichioromethane (2×30 mE). The combined organic layers were washed with sat. aq. NaHCO3 (25 mE), washed with brine (20 mE), dried over Na2SO4, and concentrated to yield 9a as an orange solid in 91% yield. ?HNMR (500 MHz, CDC13) oe 9.45 (s, 1H), 8.49-8.5 1 (m, 1H), 8.10 (dd, J=8.8, 2.0 Hz, 1H), 7.91 (d, J=8.8 Hz, 1H). ECMS found 242.9 [M+H].

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Patent; Northeastern University; POLLASTRI, Michael P.; MEHTA, Naimee; DEVINE, William; WOODRING, Jennifer; SWAMINATHAN, Uma; US2015/259331; (2015); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

A common heterocyclic compound, the phthalazine compound, name is 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,cas is 1242156-59-7, mainly used in chemical industry, its synthesis route is as follows.,1242156-59-7

NaH (60%), 108 mg, 2.72 mmol) was added portionwise to a solution of 6-tert-butyl-8-fiuoro- 2H-phthalazin-l-one (which may be prepared as described in Berthel, S. et al. US 20100222325 Column 139; 300.0 mg, 1.36 mmol) in DMF (3 mL) at 0 C. The mixture was heated at 70 C for 30 min. The mixture was cooled to room temperature, a solution of (2-bromo-5- bromomethyl-4-fiuoro-phenyl)-methanol (203 mg, 0.68 mmol) in DMF (2 mL) was added and the mixture was stirred for 2.5 h at room temperature. Water (5 mL) was added, and the mixture was extracted with EtOAc (3 x 15 mL). The combined organic layers were dried (Na2S04), filtered, and evaporated. The residue was purified by preparative HPLC to give 2-(4-bromo-2- fluoro-5-hydroxymethyl-benzyl)-6-tert-butyl-8-fluoro-2H-phthalazin-l-one (59 mg, 10%). MS calcd. for CzoftoB^NzC^ [(M+H)+] 437, obsd. 436.8.

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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

A common heterocyclic compound, the phthalazine compound, name is 6-Bromophthalazin-1(2H)-one,cas is 75884-70-7, mainly used in chemical industry, its synthesis route is as follows.,75884-70-7

A solution of 6-bromophthalazine-1(2H)-one (0.25 g, 1.11 mmol), potassium vinyl trifluoroborate (0.446 g, 3.33 mmol) and K2CO3 (0.46 g, 3.33 mmol) in DMSO (2 mL) was degassed with argon for 20 min at RT. PdCl2(dppf) (0.04 g, 0.055 mmol) was added at RT, and the reaction mixture was heated to 80 C for 2 h. The reaction mixture was cooled to RT and filtered through celite bed under vacuum and washed with ethyl acetate. The reaction mixture was extracted with ethyl acetate and the combined ethyl acetate layer dried over Na2S04 and concentrated under reduced pressure to afford the crude product. The crude compound was purified by column chromatography (Si02, 100-200 mesh; 50% ethyl acetate/ petroleum ether) to afford the title compound as a brown solid (0.12 g, 63%): ]H NMR (400 MHz, DMSO-d6) delta 13.61 (br, 1H), 8.33 (m, 1H), 8.19 (m, 1H), 8.01 (m, 2H), 6.97 (m, 1H), 6.15 (m, 1H), 5.56 (d, / = 10.8 Hz, 1H); ESIMS m/z 172.93 ([M+H] +); IR (thin film) 1748, 1655, 3241 cm”1

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Patent; DOW AGROSCIENCES LLC; LO, William, C.; HUNTER, James, E.; WATSON, Gerald, B.; PATNY, Akshay; IYER, Pravin, S.; BORUWA, Joshodeep; WO2014/100206; (2014); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

A common heterocyclic compound, the phthalazine compound, name is 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,cas is 1242156-59-7, mainly used in chemical industry, its synthesis route is as follows.,1242156-59-7

Step 2. In a 25 mL container, 1-(3-bromo-2-formylphenyl)-1H-pyrazole-3-carbonitrile (50 mg, 181 mumol, Eq: 1.00), 6-tert-butyl-8-fluorophthalazin-1(2H)-one (79.8 mg, 362 mumol, Eq: 2) and copper (I) iodide (69.0 mg, 362 mumol, Eq: 2.00) were combined with DMSO (2.00 ml) to give a yellow suspension. Sodium bicarbonate (38.0 mg, 453 mumol, Eq: 2.5) was added to it. The mixture was heated in a microwave at 120 C. for 1 hr. The reaction mixture was poured into 25 mL sat NH4Cl and extracted with EtOAc (3¡Á25 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The organic layer was concentrated and purified through ISCO flash column chromatography using ethyl acetate (containing 5% methanol) in hexanes (5% to 80% linear gradient in 15 minutes, 12 g silica gel) to give the pure desired product which was triturated with ether in hexanes and filtered to obtain 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-pyrazole-3-carbonitrile (19 mg, 25%).

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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

76240-49-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76240-49-8,6-Bromophthalazine-1,4-diol,as a common compound, the synthetic route is as follows.

5-Bromo-1, 3-isobenzofurandione (14. 8 g, 65.4 mmol) was suspended in acetic acid (150 mL), and treated with hydrazine hydrate at (10 mL) at 80 overnight. The mixture was cooled, filtered, and the residue was washed with methanol. The residue was triturated with 4M NAOH (ca. 250 mL), and filtered. The pale yellow filtrate was acidified with conc. HCL, and filtered. The residue was azeotroped with toluene (x4), and suspended in POC1s (75 mL). N, N-DIISOPROPYLETHYLAMINE (10 mL) was slowly added and the mixture was heated to reflux for 3 h and then concentrated under reduced pressure, suspended in chloroform and filtered. The filtrate was poured onto ice, and the organic phase was washed with sodium bicarbonate solution, followed by brine. The organic phase was dried (sodium sulfate) and filtered through a pad of silica, eluting with chloroform, which after evaporation gave an off-white solid (6.5 g, 36%)

As the paragraph descriping shows that 76240-49-8 is playing an increasingly important role.

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Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem