Downstream synthetic route of 5096-73-1

5096-73-1 6-Chloropyridazine-3-carboxylic acid 6415762, apyridazine compound, is more and more widely used in various.

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, Procedure for synthesis of 6-chloro-N-(1 -cyano-1 -methyl-ethyl)pyridazine-3-carboxamide (Step-2) To a mixture of 6-chloropyridazine-3-carboxylic acid (0.770 g, 4.86 mmol) in DCM (10 mL) was added oxalyl chloride (0.629 g, 4.86 mmol) dropwise. DMF (0.050 mL) was added and the resulting reaction mixture was stirred at ambient temperature for 1 h. The reaction mixture was evaporated in vacuo to give the intermediate acid chloride (6-chloropyridazine-3-carbonyl – – chloride). To a mixture of 6-chloropyridazine-3-carbonyl chloride (0.835 g, 4.72 mmol) and Nu,Nu’- diisopropylethylamine (0.610 g, 4.72 mmol, 1 equiv.) in DCM (10 mL), was added 2-amino-2- methyl-propanenitrile (0.397 g, 4.72 mmol, 1 equiv.) dropwise. The resulting reaction mixture was stirred at ambient temperature for 18 h. The reaction mixture was then poured into water and extracted with DCM. The organics were combined and evaporated in vacuo and the crude product then chromatographed on silica eluting with 0-80% EtOAc in isohexane. Fractions containing product were evaporated to give the desired product as a white solid (606 mg, 75%). LC-MS: (positive ES MH+ 225/227).

5096-73-1 6-Chloropyridazine-3-carboxylic acid 6415762, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; PHADTE, Mangala; SONAWANE, Ravindra; HENNESSY, Alan Joseph; MORRIS, James Alan; BOEHMER, Jutta Elisabeth; LONGSTAFF, Adrian; LING, Kenneth; RUSSELL, Sally Elizabeth; DESSON, Timothy Robert; HOTSON, Matthew Brian; MOSELEY, Donn Warwick; WO2015/67701; (2015); A1;,
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The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

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

2-[6-((1R,2R)-1-Benzyl-2-ethoxycarbonyl-2-hydroxy-ethylcarbamoyl)-pyridazin-3-yl]-benzoic Acid Ethyl Ester (R1=-OCH2CH3; R41=-CH7CH3) 6-Chloropyridazine-3-carboxylic acid (71 mg, 440 mmol, 1.0 eq.), K2CO3 (185 mg, 1.3 mmol, 3.0 eq.), and 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid ethyl ester (148 mg, 535 mmol, 1.2 eq.) were combined with EtOH (1 mL) and water (0.3 mL). The mixture was stirred, and the reaction vessel was capped, placed under vacuum and purged with nitrogen. SilicaCat DPP-Pd (280 mumol/g loading; 286 mg, 80.2 mmol) was added. The vessel was recapped and microwaved at 100 C. for 20 minutes. The solvent was removed and the product filtered. The pH was adjusted to ~4 with 1N HCl. HATU (136 mg, 356 mmol, 0.8 eq.), DIPEA (233 mL, 3.0 eq.), and (2R,3R)-3-amino-2-hydroxy-4-phenyl-butyric acid ethyl ester (99.5 mg, 446 mmol, 1.0 eq.) were combined in DCM (2 mL) and stirred for 2 hours. AcOH was added and the product was purified by preparative HPLC to yield the title compound as a TFA salt (1.8 mg, 95% purity). MS m/z [M+H]+ calc’d for C26H27N3O6, 478.19. found 478.

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

Reference£º
Patent; THERAVANCE, INC.; US2012/309724; (2012); A1;,
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The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

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

B. To a solution of 6-chloropyridazine-3-carboxylic acid (15.8 mmol) in dichloromethane (95 mL) was added diisopropylethylamine (46.7 mmol), 1-hydroxybenzotriazole monohydrate (23.7 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (23.7 mmol) under nitrogen atmosphere at ambient temperature. The resulting mixture was stirred for 15 minutes and 2-cyclopropylethylamine (20.2 mmol) was added. After stirring for 36 hours at ambient temperature, the reaction mixture was diluted with dichloromethane (100 mL), then washed with water and dried over anhydrous Na2SO4. The solvent was removed in vacuo. Purification via column chromatography (30% ethyl acetate in hexanes) afforded the title compound (8.70 mmol). Yield 55%.

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

Reference£º
Patent; XENON PHARMACEUTICALS INC.; US2008/125434; (2008); A1;,
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Simple exploration of 5096-73-1

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

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

A) N-(4-acetyl-2-hydroxyphenyl)-6-chloropyridazine-3-carboxamide (1206) To a mixture of 756 6-chloropyridazine-3-carboxylic acid (5 g), 21 DMF (0.122 ml) and 38 THF (70 ml) was added dropwise 145 oxalyl chloride (4.14 ml) under ice-cooling. The reaction mixture was stirred at room temperature for 1 hr, and concentrated under reduced pressure. To the obtained residue were added THF (70 ml), 146 1-(4-amino-3-hydroxyphenyl)ethanone (4.77 g) and 121 triethylamine (13.19 ml), and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, and the obtained solid was washed with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the obtained residue was added 614 diisopropyl ether, and the obtained solid was collected by filtration to give the 949 title compound (2.47 g). 1H NMR (300 MHz, DMSO-d6) delta 2.53 (3H, s), 7.51 (1H, s), 7.55-7.63 (1H, m), 8.21 (1H, d, J = 8.9 Hz), 8.43 (2H, dd, J = 14.8, 8.6 Hz), 10.54 (1H, brs), 10.80-11.07 (1H, m).

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

Reference£º
Patent; Takeda Pharmaceutical Company Limited; MIZOJIRI, Ryo; BANNO, Hiroshi; ASANO, Moriteru; TOMITA, Daisuke; NII, Noriyuki; MAEZAKI, Hironobu; TAWADA, Michiko; (182 pag.)EP3225618; (2017); A1;,
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Pyridazine | C4H4N2 – PubChem

 

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5096-73-1 6-Chloropyridazine-3-carboxylic acid 6415762, apyridazine compound, is more and more widely used in various.

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

The compound 1 (the same as the compound described in Reference Example 1) (283 mg) was dissolved in DMF (3 ml), and 6-chloro-pyridazin-3-carboxylic acid (238 mg), HATU (760 mg) and diisopropylethylamine (348 mul) were added thereto. After the mixture was stirred all day and all night, water was added thereto, and then, the mixture was extracted with ethyl acetate. After the organic layer was washed sequentially with an aqueous 1N-sodium hydroxide solution, water and a saturated saline, the organic layer was dried with anhydrous sodium sulfate.After the organic layer was filtrated and concentrated, the residue was purified by the silica gel column chromatography, and the compound 2 (39.9 mg) was obtained.MS m/z 424/426 [M+H]+, APCI(+)

5096-73-1 6-Chloropyridazine-3-carboxylic acid 6415762, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; Mitsubishi Tanage Pharma Corporation; US2012/258951; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem