Category: 5096-73-1

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5096-73-1, General procedure: 6-Chloropyridazine-3-carboxylic acid (1 equivalent) was dissolved in DCM (10ml). To this solution catalytic amount of DMF and oxalyl choloride (1.1 equivalent) were added and the reaction mixture was stirred at room temperature for 2h. After 2h, reaction mixture cooled at ice bath then, TEA (3 equivalent) and appropriate 2-substituted ethan-1-amine derivative (1.1 equivalent) were added and stirred for additional 1h at room temperature. At the end of this period, reaction mixture was evaporated to dryness then the precipitate boiled with water and petroleum ether respectively. The resulting precipitate was filtered to yield intermediates (1-4), which were used for method A without further purification.

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kilic, Burcu; Gulcan, Hayrettin O.; Aksakal, Fatma; Ercetin, Tugba; Oruklu, Nihan; Umit Bagriacik; Dogruer, Deniz S.; Bioorganic Chemistry; vol. 79; (2018); p. 235 – 249;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of -chloropyridazine-S-carboxylic acid (60mg, 0 38mmol) in THF (1OmL) was added EDCI (107mg, 0 46mmol), followed HOBt (69mg, 0.46mmol), and the reaction was stirred at r.t. for 15 min. 4-[(^)-l-(N-Hydroxycarbamimidoyl)ethoxy]piperidine-l- carboxylic acid isopropyl ester (Preparation 12, 103mg, 0 38mmol) was added and stirring continued for 4 h, before removing the solvent in vacuo The resulting residue was partitioned between EtOAc and water, then the organic phase was separated, washed with sat NaHCO3 solution, dried (MgSO4) and the solvent removed in vacuo. The residue was dissolved in toluene and heated to reflux for 16 h before concentrating the solvent in vacuo and redissolving the product in EtOAc. The solution was washed with water, then brine, and dried (MgSOzO, before removal of the solvent in vacuo Purification by column chromatography (IH:EtOAc, 1 1) afforded the title compound: RT = 3.87 min, m/z (ES+) = 495.2 [M + H]+, 5096-73-1

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; PROSIDION LIMITED; BARBA, Oscar; DAVIS, Susan, Helen; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; SCHOFIELD, Karen, Lesley; STAROSKE, Thomas; STEWART, Alan, John, William; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2010/103335; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-chloropyridazine-3-carboxylic acid (0.50 g, 3.2 mmol) in 11 mL of SOCl2 was heated at 75 C. for 2 h and was then concentrated and redissolved in 5 mL of MeOH. To the solution was added a 25% solution of sodium methoxide (0.75 mL, 3.5 mmol, 1.1 eq) in MeOH. The reaction mixture was stirred at room temperature for 20 h and was then quenched with H2O and extracted with dichloromethane. Silica gel flash chromatography (EtOAc/MeOH 90:10) of the residue afford a 2:1 mixture of the 6-chloropyridazine-3-carboxylic acid and 6-methoxypyridazine-3-carboxylic acid (0.160 g). To a solution of the mixture of ester and chloride in 1.9 mL of p-dioxane was added 4-hydroxy piperidine (0.094 g, 93 mmol) followed by diisopropylethylamine (0.49 mL, 2.8 mmol). The mixture was heated at 100 C. for 20 h then concentrated. Purification with silica gel flash chromatography afforded methyl 6-(4-hydroxypiperidin-1-yl)pyridazine-3-carboxylate (0.15 g, 63 mmol)., 5096-73-1

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1,5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-(4-Chloro-phenylamino)-pyridazine-3-carboxylic acidA mixture of 6-chloro-pyridazine-3-carboxylic acid (80% pure, 400 mg, 2.02 mmol) and 4- chloro-aniline (523 mg, 4.06 mmol) in 1 ,2-DME (10 ml) was heated to 80 0C for 90 min in the microwave oven. The mixture was allowed to cool to RT and then concentrated in vacuo. Purification by flash chromatography (Hex/EtOAc 100:0 to 0:100) gave 6-(4-chloro- phenylamino)-pyridazine-3-carboxylic acid (50% pure, 330 mg, 33 %). UPLC (5-100% CH3CN): tR = 0.915 min, MS (ES-): 248 [M-1].

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2008/128968; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

Preparation 26Synthesis of (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3- djpyrimidin- 6-yl] methanone .Stir a suspension of 6-chloropyridazine-3-carboxylic acid (1.93 g; 1.20 equiv; 12.17 mmoles), N-indan-2-yl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (2.70 g; 1.00 equiv; 10.14 mmoles), and l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.14 g; 1.10 equiv; 11.16 mmoles) in dichloromethane (25 mL) for 30 minutes. Concentrate the reaction mixture under reduced pressure and purify the residue by column chromatography (0 to 5% methanol/methylene chloride) to provide the title compound (3.70 g; 90%). MS (m/z): 407 (M+l).

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; BLEISCH, Thomas John; DOTI, Robert Anthony; PFEIFER, Lance Allen; NORMAN, Bryan Hurst; WO2014/168824; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

Step 1: To a mixture of compound 7-1 (4.14 g, 26.1 mmol) in DCM (100 mL) was added oxalyl chloride (3.98 g, 31.3 mmol) dropwise. DMF (0.05 mL) was added and the resulting mixture was stirred at room temperature until the compound 7-1 was dissolved. Then MeOH (2 mL) was added dropwise and stirred for another 0.5 hr. After being washed with brine (100 mL), the mixture was dried over anhydrous Na2SC>4 and concentrated to give crude product. The crude product was purified by silica-gel column chromatography (eluting with PE/EA = 4/1) to yield the desired product 7-2 as white solid. LC-MS: m/z = 173.1

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; BIOGEN IDEC MA INC.; HUTCHINGS, Richard, H.; JONES, John, Howard; CHAO, Jianhua; ENYEDY, Istvan, J.; MARCOTTE, Douglas; WO2014/28669; (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.5096-73-1,6-Chloropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

5096-73-1, PREPARATION 13 SYNTHESIS OF 6-CHLOROPYRIDAZINE-3-CARBOXYLIC ACID [2-(3-FLUOROPHENYL)ETHYL]AMIDE To a solution of 6-chloropyridazine-3-carboxylic acid (0.31 g, 1.94 mmol) in dichloromethane(15.5 mL) was added diisopropylethylamine (0.73 mL, 4.19 mmol), followed by 1-hydroxybenzotriazole monohydrate (0.28 g, 2.1 mmol) and 1-(3-dimethylamino)propyl-3-ethylcarbodiimide (0.37 mL, 2.1 mmol). The resulting mixture was stirred for 15 minutes, followed by the addition of 3-fluorophenethylamine (0.28 mL, 2.1 mmol). After stirring for 27 hours at ambient temperature, the reaction mixture was diluted with dichloromethane (200 mL), washed with water (4 x 25 mL), dried over Na2SO4 and concentrated in vacuo. Purification by column chromatography eluted with dichloromethane: ethyl acetate (2:1) afforded the product as a white powder (0.205 g). 1H NMR (400 MHz, CDCl3) delta 8.26, 8.12, 7.67, 7.28-7.23, 6.95-6.89, 3.80-3.75, 2.95.

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5096-73-1,6-Chloropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

5096-73-1, The compound (100 mg, 0.631 mmol) obtained in Example 11a was dissolved in methylene chloride (6 mL), triethylamine (0.105 mL, 0.757 mmol) and pivaloyl chloride (78 muL, 0.631 mmol) were added under ice cooling, and the mixture was stirred at room temperature for 15 minutes. A solution of tert-butyl methyl[3-(methylamino)propyl]carbamate (described in J. Med. Chem. 1990, 33, 97-101) (128 mg, 0.631 mmol) in methylene chloride (3 mL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (methylene chloride:methanol = 20:1, v/v) to give a crude Boc compound (202 mg).

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2409977; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

Intermediate 36-Oxazol -5-yl -ryridazine-3-carboxyl ic acid: A mixture of 6-chloro-pyridazine-3-carboxylic acid (350 mg), 5-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-2-triisopropylsilanyl-oxazole (1 .00 g), PdCI2[1 ,1 ?-bis(diphenylphosphino)ferrocene]*CH2Cl2 complex (200 mg), and aqueous Na2003solution (2 M; 3.0 mL) in 1 ,4-dioxane (5 mL) and water (1 mL) is stirred overnight at80C under an argon atmosphere. After cooling to room temperature, the reaction mixture is acidified with hydrochloric acid (4 N; 3 mL) and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is dissolved in tetrahydrofuran, hydrochloric acid(4N; 4 mL) is added, and the mixture is stirred for 2 h at room temperature. The solvent is evaporated in vacuo and the residue is mixed with ethyl acetate and water. The aqueous phase is extracted with ethyl acetate and the combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo. The residue is triturated with diethyl ether, filtered off and dried to give the title product. LC (method2): tR = 0.45 mm; Mass spectrum (ESI): mlz = 192 [M+H]

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; NOSSE, Bernd; ECKHARDT, Matthias; HIMMELSBACH, Frank; LANGKOPF, Elke; ASHWEEK, Neil J.; HARRIOTT, Nicole; WO2014/19967; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem