Analyzing the synthesis route of 7252-84-8

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7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(6-Methoxy-pyridazin-3-yl)-methyl-amine : To a solution of 3-AMINO-6- methoxy-pyridazine (90 mg, 0.72 mmol) in THF (2 ml) at 0 C was added sodium hydride (44 mg, 1.08 mmol, 60 % oil dispersion), followed by methyl iodide (0.07 ml, 1.08 mmol). The mixture was stirred at 0 C for 1 h, then allowed to warm to room temperature and stirred for another 2 h. The reaction mixture was diluted with EtOAc (10 ml), washed with saturated NAHC03 aq. , brine, dried over NA2S04, filtered and concentrated by vacuum. The residue was purified by chromatography on silica gel with acetate and hexane (1: 2 to 1: 1) as eluent, yielding 6.0 mg of title compound (6.0 %). H NMR (CDC13) : 6.79 (d, J = 9.0 Hz, 1H), 6.68 (d, J = 10. 5 Hz, 1H), 4.29 (brs, 1H), 4.01 (s, 3H), 3.01 (d, J = 4. 8 Hz, 3H).

7252-84-8, As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

Reference£º
Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2005/3100; (2005); A2;,
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Some tips on 7252-84-8

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7252-84-8

Intermediate 51: 4-{F(3,5-d imethyl-4-isoxazolyi)methyl]oxy}-N-F6-(methyloxy-3-Ivridazinvl]benzenesulfona mideTo a solution of 6-methoxypyridazin-3-amine (125 mg, 1.0 mmol) in pyridine (8 mL) at roomtemperature, was added 4-{[(3,5-d imethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (0.302g, 1.0 mmol). The reaction mixture was stirred at 20 C for 18 hours. The solvent was evaporated invacuo and passed through an aminopropyl (NH2) solid phase extraction (SPE) cartridge eluting withmethanol, followed by a sulphonic acid (SCX) SPE cartridge eluting with methanol. The crude wasthen purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane+0-25%methanol gradient), to provide the title compound (16 mg). LCMS (2 mm, formic) Rt 0.83 mi m/z(ESj 391 (M+H).

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; BIRAULT, Veronique; CAMPBELL, Amanda, Jennifer; HARRISON, Stephen; LE, Joelle; SHUKLA, Lena; WO2013/160419; (2013); A1;,
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Simple exploration of 7252-84-8

The synthetic route of 7252-84-8 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.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.,7252-84-8

c) 2-ri-(4-fluorophenyl)-3-r2-(4-methoxyphenyl)ethyll-2,5-dioxoimidazolidin- 4-yl1-N-(6-methoxypyridazin-3-yl)acetamide (example 71) TBTU (380.8 mg; 1.16 mmol; 1.5 eq) and DIPEA (270 mu 1-55 mmol; 2 eq) were added to a suspension of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-2,5- dioxoimidazolidin-4-yl] acetic acid (I- 10) (300 mg; 0.78 mmol; 1 eq) in dioxane (4 mL). The reaction mixture was stirred at room temperature for 20 minutes. Then, 6- methoxypyridazin-3-amine (145.9 mg; 1.16 mmol; 1.2 eq) in dimethylformamide (0.2 mL) was added and the reaction mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated to dryness. Saturated ammonium chloride (80 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 80 mL). The combined organic layers were washed with saturated sodium chloride (3 x 80 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The title compound, 2-[l-(4-fluorophenyl)-3-[2-(4- methoxyphenyl)ethyl]-2,5-dioxoimidazolidin-4-yl]-N-(6-methoxypyridazin-3- yl)acetamide, was obtained in 45% yield (173.8 mg) as a white solid. 1H-NMR (DMSO-d6): delta (ppm) 2.8 (m, 2H), 3.09 (m, 1H), 3.28 (m, 1H), 3.7 (s, 4H), 3.98 (s, 3H), 4.54 (t, 1H, J = 4.1 Hz), 6.84 (d, 2H, J = 8.7 Hz), 7.26 (m, 8H), 8.17 (dt, 1H, J = 9.5 Hz, 1.4Hz), 11.18 (s, 1H); MS (ESI+): m/z = 493.9 [M+H]+ .

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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Brief introduction of 7252-84-8

As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

Example 62: Preparation of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-l-phenyl-2- sulfanylideneimidazolidin-4-yl}-N-(6-methoxypyridazin-3-yl)acetamide. TBTU (253.3 mg; 0.77 mmol; 1.5 eq) and DIPEA (179 mu 1-03 mmol; 2 eq) were added to a solution of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-l-phenyl-2- sulfanylideneimidazolidin-4-yl} acetic acid (1-3) (200 mg; 0.51 mmol; 1 eq) in dioxane (5 mL). After 20 minutes, 6-methoxypyridazin-3-amine (128.9 mg; 1.03 mmol; 2 eq) in dimethylformamide (0.1 mL) was added. The reaction mixture was stirred at room temperature over the week-end. After concentration to dryness, saturated ammonium chloride (30 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated sodium chloride (3 x 30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was precipitated in methanol. The title compound, the title compound 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-l-phenyl- 2-sulfanylideneimidazolidin-4-yl } -N-(6-methoxypyridazin-3-yl)acetamide was obtained in 22% yield (55.8 mg) as a grey-white powder. 1H-NMR (CDC13): delta (ppm) 2.9 (m, 1H), 3.03 (m, 1H), 3.22 (m, 1H), 3.45 (m, 1H), 3.74 (m, 1H), 3.98 (s, 3H), 4.17 (m, 1H), 4.8 (t, 1H, J = 4.2 Hz), 7.38 (m, 10H), 8.17 (m, 1H), 11.19 (s, 1H); MS (ESI+): m/z = 495.9, 497.8 [M+H]+ ., 7252-84-8

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Reference£º
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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Brief introduction of 7252-84-8

As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

7252-84-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

Example 67: Preparation of 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4-fluorophenyl)-5- oxo-2-sulfanylideneimia^zolidin-4-yl}-N-(5-methoxypyridin-2-yl)acetamMe. TBTU (18.2 mg; 0.55 mmol; 1.5 eq) and DIPEA (129 mu 0.74 mmol; 2 eq) were added to a solution of 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4-fluorophenyl)-5-oxo-2- sulfanylideneimidazolidin-4-yl} acetic acid (1-5) (150 mg; 0.37 mmol; 1 eq) in dioxane (2 mL). The reaction mixture was stirred at room temperature for 30 minutes, before adding 6-methoxypyridazin-3-amine (93 mg; 0.74 mmol; 2 eq) in dimethylformamide (0.1 mL). The reaction mixture was stirred at room temperature overnight. Saturated ammonium chloride (30 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated sodium chloride (3 x 30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was triturated in methanol/diethyl ether. The title compound, 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4- fluorophenyl)-5-oxo-2-sulfanylideneimidazolidin-4-yl}-N-(5-methoxypyridin-2- yl)acetamide was obtained in 17% yield (33.14 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.9 (m, 1H), 3.04 (m, 1H), 3.22 (dd, 1H, J = 16.9 Hz, 3.8 Hz), 3.46 (m, 1H), 3.75 (m, 1H), 3.98 (s, 3H), 4.16 (m, 1H), 4.8 (t, 1H, J = 4.2 Hz), 7.35 (m, 9H), 8.16 (d, 1H, J = 9.6 Hz), 11.22 (s, 1H); MS (ESI+): m/z = 513.7, 515.7 [M+H]+ .

As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

Reference£º
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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Some tips on 7252-84-8

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7252-84-8, A suspension of tris(dibenzylideneacetone)dipalladium(0) (7.40 mg, 8.09 mumol), 1,1′-bis(dicyclohexylphosphino)ferrocene (9.36 mg, 0.016 mmol), 6-chloro-N-methyl-4-((3-(methylthio)pyridin-2-yl)amino)pyridazine-3-carboxamide (0.1002 g, 0.323 mmol), 6-methoxypyridazin-3-amine (0.081 g, 0.647 mmol) and potassium phosphate tribasic (0.404 ml, 0.809 mmol) in 1,4-dioxane (2.5 mL) in a 1 dram vial underwent a vacuum/N2 cycle three times. The reaction mixture was heated at 80 C. for 3 hours then diluted with water and filtered. The solid was washed with water and dried under vacuum overnight to give crude 6-((6-methoxypyridazin-3-yl)amino)-N-methyl-4-((3-(methylthio)pyridin-2-yl)amino)pyridazine-3-carboxamide (0.119 g, 0.299 mmol, 92% yield). 14 mg of the crude was purified with prep HPLC to give a pure product, 6-((6-methoxypyridazin-3-yl)amino)-N-methyl-4-((3-(methylthio)pyridin-2-yl)amino)pyridazine-3-carboxamide (8.5 mg, 0.021 mmol, 6.40% yield).

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Chunjian; Yang, Michael G.; Xiao, Zili; Chen, Ling; Moslin, Ryan M.; Tokarski, John S.; Weinstein, David S.; (84 pag.)US2019/152948; (2019); A1;,
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New learning discoveries about 7252-84-8

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7252-84-8

Example 62 Preparation of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl]-N-(6-methoxypyridazin-3-yl)acetamide. TBTU (253.3 mg; 0.77 mmol; 1.5 eq) and DIPEA (179 muL; 1.03 mmol; 2 eq) were added to a solution of 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl}acetic acid (1-3) (200 mg; 0.51 mmol; 1 eq) in dioxane (5 mL). After 20 minutes, 6-methoxypyridazin-3-amine (128.9 mg; 1.03 mmol; 2 eq) in dimethylformamide (0.1 mL) was added. The reaction mixture was stirred at room temperature over the week-end. After concentration to dryness, saturated ammonium chloride (30 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated sodium chloride (3 x 30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was precipitated in methanol. The title compound, the title compound 2-{3-[2-(4-chlorophenyl)ethyl]-5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl}-N-(6-methoxypyridazin-3-yl)acetamide was obtained in 22 % yield (55.8 mg) as a grey-white powder. 1H-NMR (CDCl3): delta (ppm) 2.9 (m, 1H), 3.03 (m, 1H), 3.22 (m, 1H), 3.45 (m, 1H), 3.74 (m, 1H), 3.98 (s, 3H), 4.17 (m, 1H), 4.8 (t, 1H, J = 4.2 Hz), 7.38 (m, 10H), 8.17 (m, 1H), 11.19 (s, 1H); MS (ESI+): m/z = 495.9, 497.8 [M+H]+.

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Reference£º
Patent; Vivalis; Guedat, Philippe; Berecibar, Amaya; Ciapetti, Paola; Venkata Pithani ,Subhash; Trouche, Nathalie; EP2664616; (2013); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 7252-84-8

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

7252-84-8, To a solution of 3-amino-6-methoxypyridazine (250 mg, 2.0 mmol) in acetonitrile (50 mL) was added 2-bromo-4?-nitroacetophenone (970 mg, 3.99 mmol), and then the reaction mixture was refluxed for 5.0 hours. The resulting mixture was filtered and the filter cake was dried under vacuum to give the title product (408 mg, 75.7%). The compound was characterized by the following spectroscopic data: ESI-MS (positive ion mode) m/z: 271.2 [M+1]+.

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Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHENG, Changchung; LIU, Bing; ZHANG, Yingjun; LONG, Bohua; ZHANG, Weihong; WO2015/43492; (2015); A1;,
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New learning discoveries about 7252-84-8

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

7252-84-8,7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 2: (0084) Dissolve 2-chloro-4-(1-cyclopropyl-3-tetrahydropyran-4-yl-pyrazol-4-yl)oxy-pyridine (400 mg, 1.2 mmol) in 1,4-dioxane (15 mL) in a vial. Add 2-(4-amino-2-pyridyl)propan-2-ol (266.5 mg, 1.6 mmol), cesium carbonate (568.5 mg, 1.7 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (134.6 mg, 0.23 mmol) and purge with nitrogen for 5 minutes. Add palladium(II)acetate (26.1 mg, 0.12 mmol) and purge with nitrogen for 5 minutes. Seal the vial and stir at 100 C. overnight. Cool the reaction to room temperature, filter through a CELITE plug and wash with 5% MeOH in DCM. Concentrate and purify by reverse phase chromatography (Redisep Rf Gold High Performance C18 Reverse Phase Column, 0-100% formic acid/acetonitrile (ACN) in formic acid/water). Concentrate appropriate fractions and dry under vacuum to give the title compound (341 mg; 67.3% yield). MS (m/z): 436 (M+1).

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ELi Lilly and Company; MCMILLEN, William T.; JOSEPH, Sajan; PARTHASARATHY, Saravanan; PEI, Huaxing; SAWYER, Jason Scott; BEIGHT, Douglas W.; ZHAO, Gaiying; COATES, David A.; WOLFANGEL, Craig D.; (43 pag.)US2016/96823; (2016); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 7252-84-8

7252-84-8 3-Amino-6-methoxypyridazine 81673, 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.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

7252-84-8, To a solution of 6-Methoxy-pyridazin-3-ylamine (39 mg, 0.31 mmol, [Cas.No.7252-84-8]) in DMF (3 mL) at 0C was added sodium hydride (20 mg, 0.5 mmol, 60% disp. in mineral oil). After stirring at 0C for 15 min. a solution of 3-[5-(2-Fluoro-phenyl)-pyridin-2-yloxy]- azetidine-1 -carboxylic acid 4-nitro-phenyl ester (102 mg, 0.25 mmol) in DMF (4 mL) was added dropwise. After stirring for 16 hrs at ambient temperature the reaction mixture was concentrated in vacuo, diluted with ethyl acetate (50 ml.) and washed sequentially with sat. aqueous sodium hydrogen carbonate solution (2 x 50 mL) then sat. sodium chloride solution (50 mL). Mixture dried over magnesium sulphate and filtered. Filtrate solvents were removed in vacuo and the residue was purified by flash chromatography (ethyl acetate) to give the title compound (35 mg, 37%) LCMS: (Method A) RT = 1.97 min; m/z = 396 [M+H]+.1H NMR: (400 MHz, CDCI3) delta 4.03 (s, 3H), 4.21-4.25 (m, 2H), 4.55-4.59 (m, 2H), 5.45- 5.50 (m, 1H), 6.88 (d, 1H, J 8.6), 7.02 (d, 1H, J 9.6), 7.15-7.25 (m, 2H), 7.31-7.42 (m, 2H), 7.81-7.84 (m, 1H), 8.28 (bs, 1H), 8.35 (d, 1 H, J 9.3).

7252-84-8 3-Amino-6-methoxypyridazine 81673, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; VERNALIS (R&D) LTD.; WO2009/109743; (2009); A1;,
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