Month: October 2020

1114563-58-4, 6-Chloro-2,4-dimethylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1114563-58-4, Example 1 3-{(S)-1-[4-(1,5-Dimethyl-6-oxo-1,6-dihydro-pyridazin-3-yl)-phenyl]-ethyl}-(S)-6-(2-hydroxy-2-methyl-propyl)-6-phenyl-[1,3]oxazinan-2-one 2 M aqueous Na2CO3 solution (0.31 mL) was added to a solution of (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-[(S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl]-1,3-oxazinan-2-one (0.15 g) and 6-chloro-2,4-dimethyl-2H-pyridazin-3-one (75 mg) in N,N-dimethylformamide (1 mL). The resulting mixture was sparged with argon for 10 min, before [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) dichloromethane complex (15 mg) was added. The mixture was heated to 100 C. and stirred at this temperature overnight. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), and concentrated. The residue was purified by chromatography on silica gel (CH2Cl2/MeOH 98:2->80:20) to afford the title compound. Yield: 0.10 g (67% of theory); LC (method 1): tR=3.17 min; Mass spectrum (ES+): m/z=476 [M+H]+.

The synthetic route of 1114563-58-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/108578; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1206487-35-5, 4,6-Dibromopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-bromo- 1 -((lr,3 r)-3- (quinolin-2-yl)cyclobutyl)ethanone (1.56 g, 4.62 mmol, prepared using themethod described in Example 1, step C) and 4,6-dibromopy-ridazin-3-amine (1.17 g, 4.62 mmol) in DMF (10 mE) wasstirred at rt for 3 days. The reaction mixture was poured intowater (200 mE), and extracted with EtOAc (2×200 mE). The combined organic layers were washed with saturated NaHCO3 and brine, dried over Na2 SO4, filtered, and concentrated. The residue obtained was purified by flash chromatography on silica gel (0-40% EtOAc/heptane) to obtain 2-((lr, 3r)-3-(6,8-dibromoimidazo[ 1 ,2-b]pyridazin-2-yl)cyclobutyl)quinoline as a yellow oil. ?H-NMR (400 MHz, CDC13) oe (ppm): 8.10 (dd, J=8.3, 4.8 Hz, 2H), 7.98 (s, 1H), 7.79 (d, J=8.1 Hz, 1H), 7.70 (t, J=7.8 Hz, 1H), 7.47-7.53 (m, 1H), 7.44 (s, 1H), 7.38 (d, J=8.6 Hz, 1H), 4.01-4.10 (m, 1H),3.89-3.99 (m, 1H), 2.96-3.08 (m, 2H), 2.75-2.86 (m, 2H).

1206487-35-5, The synthetic route of 1206487-35-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Cheung, Wing S.; Huang, Hui; Patch, Raymond J.; US2014/364413; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

To a solution of 3,4,5-trichloropyridazine (880 mg, 4.80 mmol) in EtOH (10 mL) was slowly added a solution of Intermediate I-57 (2 g, 5.76 mmol) and DIPEA (2.5 mL, 14.40 mmol) in EtOH (10mL). The reaction mixture was refluxed for 6h and evaporated. The residue was dissolved in DCM and washed with water. The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography (Biotage, DCM/MeOH 100:0 to 80:20) to yield Intermediate 1-58 (1.3 g, 55%) as yellow solid. It was used in later experiments without further purification.1H NMR (300 MHz, CDCI3) delta 8.67 (s, 1H), 7.36 – 7.16 (m, 15H), 3.84 (m, 4H), 3.64 (t, J = 5.4 Hz, 2H), 3.33 (t, J = 5.1 Hz, 2H).

14161-11-6, As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; BLANCO-APARICIO, Carmen; RODRIGUEZ-ARISTEGUI, Sonsoles; GOMEZ DE LA OLIVA, Cristina Ana; HERNANDEZ HIGUERAS, Ana Isabel; GONZALEZ CANTALAPIEDRA, Esther; AJENJO DIEZ, Nuria; WO2013/5057; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6082-66-2, General procedure: To a stirred solution of substituted phenol (5 mmol) in dimethyl formamide (20 mL) was added 60% sodium hydride (5 mmol) under ice-water bath. After further stirring for 30 min, 3,4,6-trichloropyridazine (6, 5 mmol) was added and reacted at room temperature for 1-24 h. The reaction solution was poured into cold water, then the formed solid was filtered, washed with water and dried to give intermediate 7, which didn?t need any further purification. Intermediate 7 (5 mmol) with substituted aniline (5 mmol) and a few drops of 12 M hydrochloric acid was added and boiled with 50 ml ethanol for 12-48 h under reflux. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazine derivatives 8a-l. (0017) Pyridazine derivatives (2 mmol) was boiled with 10 mL acetic acid under reflux overnight. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazinone derivatives 9a-l. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (4 mmol) followed by iodomethane (2 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9m. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (8 mmol) followed by iodomethane (4 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9n.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Dongyue; Zhan, Peng; Liu, Huiqing; Pannecouque, Christophe; Balzarini, Jan; De Clercq, Erik; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 2128 – 2134;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

51149-08-7, Preparation 36; 3,6-Dichloropyridazine-4-carboxyiic acid ((J?)-1 soprapyIpIperidm~3~ yhnethyl)amide To 3,6-dichloropyridazine-4-carboxylic acid (Ig, 5.2mmol) in DCE (20mL) at 0C was added oxalyl chloride (1.36mL, 15.6mmoi) and DMF (2 drops). After 0.5h the solvent was removed in vacuo. The residue in DCE (lOmL) was added to C-((i?)-l- isopropylpiperidin-3-yl)methylamine phthalazinedione salt (Preparation 5) (1.5g, 4.7inmol) and NEt3 (0.66mL, 4.7mmol) in DCE (lOmL). After 0,5h the mixture was filtered and the solvent removed from the filtrate in vacuo. The residue was added to an MP-TsOH column, washed with MeOH and then crude product eluted with 2M NH3 in MeOH and the solvent was removed in vacuo. The residue was purified on a Biotage Isoiera (KP:NH column, Hexane to 100% EtOAc) to give, after removal of the solvent in vacuo, the title compound: RT- 1.70min; m/z (ES+) = 331.0 [M + llf.

The synthetic route of 51149-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROSIDION LIMITED; BLOXHAM, Jason; BRADLEY, Stuart Edward; SAMBROOK-SMITH, Colin Peter; SMYTH, Donald; KEILY, John; DAWSON, Graham John; RASAMISON, Chrystelle Marie; BELL, James Charles; WO2011/117254; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16401-70-0,N-Methylpyridazin-4-amine,as a common compound, the synthetic route is as follows.

To a solution of N-methylpyridazin-4-amine (83 mg, 0.76 mmol), triethylamine (0.42 ml, 3.04 mmol)and a catalytic amount of DMAP in 15 ml THE was added a solution in CH2Cl2 (5 ml) of 1-(6-chloro-3-methyl-2-pyridyl)-5-methyl-pyrazole-4-carbonyl chloride (0.21 g, 0.76 mmol), prepared from thecorresponding acid (oxalyl chloride 5 eq., CH2Cl2, cat. DMF, 40C,5 h). The mixture was stirred at rtovernight. After evaporation of the solvents, the residue was taken up in ethyl acetate and washedwith a solution of sodium bicarbonate. After drying (MgSO4) and evaporating the organic phase, theresidue was purified by flash chromatography to give the title compound as white crystals. Mp: 190-4C, LCMS: 0.69 min, 343-5 (MH)., 16401-70-0

As the paragraph descriping shows that 16401-70-0 is playing an increasingly important role.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HALL, Roger Graham; EDMUNDS, Andrew; JEANGUENAT, Andre; WO2014/166795; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

53896-49-4, Pyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53896-49-4

To a solution of the intermediate from Step B (5.96 g, 56.7 mmol) in MeOH (35 mL) was added 6N HCl (20.89 mL, 125 mmol) followed by Pd/C (0.905 g, 8.51 mmol). The reaction mixture was kept on Parr shaker for 2 hours at 40 psi hydrogen. The reaction mixture was filtered through celite and washed with 600 mL of MeOH and the filtrate concentrated. The residue was azeotroped several times with toluene. A dark brown solid was obtained. LC1 rt = 0.36 min, m/z = 110 (M+H).

53896-49-4 Pyridazine-3-carbonitrile 13642940, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Sharp & Dohme Corp.; BROCKUNIER, Linda, L.; GUO, Jian; PARMEE, Emma, R.; RAGHAVAN, Subharekha; ROSAUER, Keith; STELMACH, John, E.; SCHMIDT, Darby Rye; (87 pag.)EP2373317; (2016); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5469-70-5

Phenyl pyridazin-3-ylcarbamateTo a solution of 3-amino-6-chloropyridazine (19.2 g,148 mmol; CASNo. 5469-69-2) in EtOH (500 mL) was added 10% Pd catalyst on 1940 carbon (unreduced, 55% water). Triethylamine (50 mL) was added and the mixture was hydrogenated under 500 psi/mole for 1.9 h. The reaction was filtered and the ethanol was washed with aqueous NH4CI. The organic layer was concentrated to give pyridazin-3-amine as a white solid (11 g, 78% yield). MS (APCI 10V) AP+ 1 96.2. To a suspension of pyridazin-3-amine (5 g, 50 mmol) in THF (50 mL) and CH3CN (70 mL) was added pyridine (5.10 mL, 63.1 mmol) followed by phenyl chloroformate (6.95 mL, 55.2 mmol) slowly. The reaction was stirred overnight. The reaction was filtered to remove the precipitate. The filtrate was concentrated and then taken up in CH2CI2 which was then washed with water. The organic layer was dried using SPE phase separators and concentrated. The residue was purified by silica gel column chromatography (0-5% MeOH/CH2CI2). An undesired side product eluted first followed by the title compound which was concentrated to give a white solid (7.5 g, 70% yield). MS (APCI 10V) AP+1 216.12; 1H NMR (400 MHz, DMSO-d6) delta ppm 7.20 – 7.24 (m, 2 H) 7.25 – 7.28 (m, 1 H) 7.39 – 7.44 (m, 2 H) 7.64 – 7.69 (m, 1 H) 8.05 (dd, 1 H) 8.94 (dd, 1 H) 11.34 (s, 1 H).

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane; WO2010/58318; (2010); A1;,
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Pyridazine | C4H4N2 – PubChem

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 8: 4-(6-Bromo-3-pyridazinyl)morpholine. 3,6-Dibromopyridazine (1.34g, 5.63mmol) was dissolved in acetonitrile (8ml), to this mo?holine(0.74ml, 8.45mmol) and triethylamine (1.22ml, 8.45mmol) were added and the suspension was irradiated in the microwave to 1600C for 80 minutes. The sample was then extracted between water(100ml) and dichloromethane (100ml). The mixture was poured through a hydrophobic frit collecting the dichloromethane layer which was evaporated to as dry as possible. The sample was then purified by chromatography (4* 10g of silica) eluting with 10% ethyl acetate/ dichloromethane to obtain the title compound (1.23g)1H-NMR (CDCl3) ? 3.59-3.61 (4H, m), 3.82-3.85 (4H, m), 6.79 (IH, d, J= 10), 7.35 (IH, d, J =10).LC/MS m/z [MH+] 246 consistent with molecular formula C8H1081BrN3O, 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22937; (2007); A1;,
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Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

Example 142-{[(4-Fluorophenyl)methyl]oxy}-4-(1 -methyl-1 H-pyrazol-4-yl)-5-(4-morpholinylmethyl)-To a solution of methyl 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1 H-pyrazol-4-yl)-5-(4- morpholinylmethyl)benzoate (may be prepared as described in Description 18; 144 mg, 0.33 mmol) in tetrahydrofuran (4 ml) was added lithium hydroxide (23.54 mg, 0.98 mmol) and water (1 ml). The mixture was stirred at room temperature for 18 hours then neutralised with 2M hydrochloric acid (0.79 ml, 1.59 mmol). The solvent was removed in vacuo and the residue redissolved in N,N-dimethylformamide (4 ml). Diisopropylethylamine (0.11 m, 0.66 mmol), 4-pyridazinamine (40.5 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (53.5 mg, 0.39 mmol) and EDC (94 mg, 0.49 mmol) were added and the solution was stirred for 3 hours. The solvent was removed in vacuo and the residue purified by MDAP to yield the title compound as a white solid. 57 mg.MS (electrospray): m/z, [M+H]+ = 5031 H NMR (400 MHz, DMSO-d6); 2.34 – 2.46 (4 H, m), 3.43 – 3.49 (2 H, m), 3.59 (4 H, t, J=4.14 Hz), 3.92 (3 H, s), 5.30 (2 H, s), 7.21 (2 H, t, J=8.91 Hz), 7.33 (1 H, s), 7.60 (2 H, dd, J=8.66, 5.65 Hz), 7.70 (1 H, s), 7.87 (1 H, s), 7.99 (1 H, dd, J=5.77, 2.76 Hz), 8.14 (1 H, s), 9.05 (1 H, d, J=5.77 Hz), 9.16 (1 H, d, J=1.76 Hz), 10.61 (1 H, s).

20744-39-2, As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
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