Category: 5469-69-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-69-2,3-Amino-6-chloropyridazine,as a common compound, the synthetic route is as follows.

To 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 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, DMSOd6) 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).

5469-69-2, As the paragraph descriping shows that 5469-69-2 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2009/127948; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-69-2, 3-Amino-6-chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 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 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 MHz1 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)., 5469-69-2

5469-69-2 3-Amino-6-chloropyridazine 21643, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2009/127946; (2009); 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.5469-69-2,3-Amino-6-chloropyridazine,as a common compound, the synthetic route is as follows.

5469-69-2, Synthesis of pyridazin-3 -amine:To a stirred solution of 6-chloropyridazin-3 -amine (10 g, 77.19 mmol) in MeOH (100 mL) was added 10% Pd-C (2.5 g), diethyl amine (16.0 mL, 154.38 mmol) and stirred at RT for 16 h under ? atmosphere (balloon pressure). The reaction mixture was passed through a pad of celite and washed with MeOH (10 mL). Volatiles were dried in vacuo to afford pyridazin-3 -amine (7.3 g) as a crude. This was used for next step without further purification. 1H-NMR (DMSO d6, 500 MHz): delta 8.84 (br s, 2H), 8.41-8.38 (m, 1H), 7.22- 7.18 (m, 1H), 6.74 (d, 1H); LC-MS: 78.43%; 95.9 (M++l); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 0.68 min. 5mM AA in water: ACN; 0.5 ml/min); TLC: 100% EtOAc (Rf: 0.2).

5469-69-2 3-Amino-6-chloropyridazine 21643, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); 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.5469-69-2,3-Amino-6-chloropyridazine,as a common compound, the synthetic route is as follows.

To a solution of 2 (875 mg, 6.76 mmol) and sodium hydroxide(304 mg, 6.76 mmol) in absolute ethanol (30 mL) stirred underargon was added Pd/C (131 mg, 1.23 mmol). The mixture was thenstirred at room temperature under hydrogen atmosphere and reaction progress was followed by TLC monitoring. After 20 h, themixture was filtered through a celite pad and the filtrate wasevaporated under reduced pressure. The crude product waswashed with Et2O to give compound 30 (700 mg, 100%) as a palepink solid.Mp 164.1 C. 1H NMR (300 MHz, CDCl3) d 8.58 (dd, 1H, J 4.5,1.5 Hz, H6), 7.23 (dd, 1H, J 9.0, 4.5 Hz, H5), 6.83 (dd, 1H, J 9.0,1.5 Hz, H4), 5.18 (bs, 2H, NH2). 13C NMR (75 MHz, CDCl3) d 159.5,144.1, 128.2, 114.6.

5469-69-2, As the paragraph descriping shows that 5469-69-2 is playing an increasingly important role.

Reference£º
Article; Moine, Esperance; Dimier-Poisson, Isabelle; Enguehard-Gueiffier, Cecile; Loge, Cedric; Penichon, Melanie; Moire, Nathalie; Delehouze, Claire; Foll-Josselin, Beatrice; Ruchaud, Sandrine; Bach, Stephane; Gueiffier, Alain; Debierre-Grockiego, Francoise; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 80 – 105;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-69-2,5469-69-2, 3-Amino-6-chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 6-chloropyridazin-3 -amine (7.35 g, 56.7 mmol) in hydroiodic acid 57 % in water (102 g, 59.9 ml, 454 mmol) was heated to 100C under an argon atmosphere and stirring at that temperature was continued overnight. The dark reddish brown suspension was cooled to r.t. and EtOAc (5 ml) was added. The suspension was stirred vigourously for 5 min. The solid was then collected by filtration, washed with EtOAc and dried. The light yellow collected crystals were taken up in MeOH (120 ml), and sodium hydroxide (2.5 g, 62.4 mmol) was added to the suspension which was heated to reflux and stirred for 5 min, turning to an almost clear yellow solution. The mixture was cooled to r.t. and concentrated. The residue was triturated in 45 ml H20. The suspension was stirred at r.t. for 15 min. The product was collected by filtration, washed with H20 and dried to provide the title compound (10.9 g, 87%) as off-white solid. MS: M = 222.1 (M+H)+

5469-69-2 3-Amino-6-chloropyridazine 21643, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; LERNER, Christian; WO2013/178569; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem