New learning discoveries about 88497-27-2

88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

88497-27-2,88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference example 197 4- ( (4-Chlorobenzyl) oxy) -1- ( 2-cyclopropyl-3-methylimidazo [1, 2- b] pyridazin-6-yl ) pyridin-2 ( 1H) -one A) 6-Bromo-2-cyclopropyl-3-methylimidazo [1, 2-b] pyridazine To a solution of 6-bromopyridazin-3-amine (1.0 g) in DMA (10 ml) were added 2-bromo-l-cyclopropylpropan-l-one (2.04 g) and NaHCC>3 (0.966 g) at room temperature, and the mixture was stirred at 80C for 16 h. The mixture was partitioned between EtOAc and water, and the organic layer was washed with brine, dried over MgS04, concentrated – in vacuo, and purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (1.10 g) as yellow crystals. MS (ESI+) : [M+H]+ 252.0.

88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); A1;,
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Some tips on 88497-27-2

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To ie/f-butyl 3-(4,4 5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1 ]-oct-2-ene-8- carboxylate (1 .93 g, 5.75 mmol) and 6-bromopyridazin-3-amine (1 .00 g, 5.75 mmol) in 1 ,4- dioxane (25 mL) is added 2M aq. Na2C03 solution (11 .5 mL, 23.0 mmol) and Xphos 2nd generation catalyst (136 mg, 0.17 mmol). The reaction mixture is degassed with argon and stirred at 100C for 2 h. All volatiles are evaporated under reduced pressure. The crude material is purified by normal phase chromatography to obtain the title compound. (0913) Yield: 0.80 g (46%) ESI-MS: m/z = 303 (M+H)+, 88497-27-2

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BOUYSSOU, Thierry; GOTTSCHLING, Dirk; HEINE, Niklas; SMITH KEENAN, Lana Louise; LOWE, Michael D.; RAZAVI, Hossein; SARKO, Christopher Ronald; SURPRENANT, Simon; TAKAHASHI, Hidenori; TURNER, Michael Robert; WU, Xinyuan; (182 pag.)WO2019/81637; (2019); A1;,
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New learning discoveries about 88497-27-2

88497-27-2, 88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-bromo-3-pyridazinamine (77mg, 0.44mmol), (E)-N?-(2-cyano-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N,N-dimethylformamidine (120mg, 0.40mmol), [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex(32mg, 0.04mmol) and cesium carbonate (391mg, 1.2mmol) were dissolved in N,N-dimethylformamide (8mL) andwater (0.8mL), the mixture was stirred at 85C under argon atmosphere for 4 hours, then filtered and concentrated togive a residue which was purified by column chromatography to give 90mg yellow solid with a yield of 84%.

88497-27-2, 88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Shanghai Pharmaceuticals Holding Co., Ltd.; XIA, Guangxin; LI, Di; ZUO, Hongjian; WU, Guangsheng; DUAN, Lingjun; ZHANG, Jing; MAO, Yu; LIU, Yanjun; (152 pag.)EP3424928; (2019); A1;,
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Downstream synthetic route of 88497-27-2

88497-27-2 3-Amino-6-bromopyridazine 2794779, 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.88497-27-2,3-Amino-6-bromopyridazine,as a common compound, the synthetic route is as follows.

88497-27-2, Step 1. Preparation of 6-(1-Methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyridazin-3-ylamine In a 15 mL microwave reaction vial was added potassium phosphate tribasic (1.43 g, 6.74 mmol), 6-bromopyridazin-3-amine (335 mg, 1.93 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridinium chloride (500 mg, 1.93 mmol), X-PHOS (138 mg, 289 mumol) and bis(dibenzylideneacetone)palladium (83 mg, 144 mumol) in 7 mL n-butanol and 1.4 mL H2O. The tube was sealed under argon and heated at 115 C. in oil bath for 3 hrs then stirred at room temperature overnight. The phases were separated and the aqueous was extracted with EtOAc.(10 ml). Water (20 mL) was added to the residual aqueous phase and was extracted with DCM (3*10 mL). The extracts were combined with the EtOAc organic phase. The resultant solution was absorbed onto silica gel and purified by LC chromatography eluting with 0-10% (10% NH4OH in MeOH) in 1/1 EtOAc/hexane to afford 300 mg (82%) of the title compound.

88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
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Analyzing the synthesis route of 88497-27-2

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

88497-27-2,88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 4-chloro-3-oxobutanoate (1.99 g, 811.49 mmol) and 6-bromopyridazin-3 -amine (1.0 g, 6.90 mmol, PharmaBlock) in EtOH (15 mL) was heated in a microwave at 120 C for 2 h. The reaction was concentrated under reduced pressure. The residue was dissolved in EtOAc (about 250 mL) and washed with water, sat. sodium bicarbonate, and then brine. The organics were collected, dried over MgS04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica (EtOAc /heptane 0-50 %) to give the title compound (1.06 g, 65%) LC/MS (Table 1, Method i) = 0.73 min; MS m/z: 284, 286 (M+H)+ .

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

Reference£º
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
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Some tips on 88497-27-2

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,88497-27-2

To a mixture comprising 285 g (1638 mmol) 6-bromopyridazin-3-amine which was prepared according to intermediate example 1 h,275 g (3276 mmol) NaHC03 and 2815 mL MeOH was dropwise added 85 mL (1638 mmol) bromine at rt and it was stirred at rt overnight. After further addition of 34 mL (655 mmol) bromine and 55 g (655 mmol) NaHC03,the mixture was stirred overnight again. The solvent was reduced to about 1000 mL and the mixture was poured on 5 L of water. The precipitate was filtered off, washed with water and dried give 411 g (99%) of the title compound. 1 H-NMR (CDCls): delta= 6.14 (1 H), 9.92 (2H) ppm.

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; WENGNER, Antje Margret; NEUHAUS, Roland; SIEMEISTER, Gerhard; BRUeNING, Michael; WO2014/131739; (2014); A2;,
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Simple exploration of 88497-27-2

The synthetic route of 88497-27-2 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.88497-27-2,3-Amino-6-bromopyridazine,as a common compound, the synthetic route is as follows.

1-(6-Amino-3-pyridazinyl)-2(1H)-pyridinone A microwave vial was charged with copper(I) iodide (10.01 mg, 0.053 mmol) and potassium carbonate (291 mg, 2.103 mmol), evacuated and backfilled with nitrogen. 2(1H)-pyridinone (100 mg, 1.052 mmol), 6-bromo-3-pyridazinamine (183 mg, 1.052 mmol) and N,N-Dimethylformamide (4 ml) was added under nitrogen. The vial was sealed and the reaction mixture was stirred at 130 C. for 3 hours. The solvent was evaporated. Dichloromethane (5 ml) was added to the residue and it was filtered washing with more dichloromethane (2*1 ml). The residue was purified by silica gel chromatography via Biotage (10%-50% DCMMeOH) to give 1-(6-amino-3-pyridazinyl)-2(1H)-pyridinone (51 mg, 0.271 mmol, 26%). 1H NMR (400 MHz, CDCl3): delta 4.93 (br s, 1H), 5.05 (br s, 1H), 5.46 (br s, 1H), 6.04 (br s, 2H), 6.22 (brs, 1H); UPLC-MS: 0.36 min, 189 [M+H]+., 88497-27-2

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Biagetti, Matteo; Contini, Stefania Anna; Genski, Thorsten; Guery, Sebastien; Leslie, Colin Philip; Mazzali, Angelica; Pizzi, Domenica Antonia; Sabbatini, Fabio Maria; Seri, Catia; US2009/203705; (2009); A1;,
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Brief introduction of 88497-27-2

As the paragraph descriping shows that 88497-27-2 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.88497-27-2,3-Amino-6-bromopyridazine,as a common compound, the synthetic route is as follows.

88497-27-2, In a three-neck flask, 3-biphenylboronic acid (5 g, 25 mmol), 3-amino-6-bromopyridazine (4.3 g, 25 mmol), potassium carbonate (6.9 g, 50 mmol), tetrakistriphenylphosphine palladium (0.3) was added. g), tetrahydrofuran (30 mL) and water (15 mL), heating under reflux under nitrogen for 5 hours, extraction with dichloromethane, drying, concentration, purification of the crude product by column chromatography gave the product as 4.6 g, 74% yield.

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

Reference£º
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (22 pag.)CN107793436; (2018); A;,
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Analyzing the synthesis route of 88497-27-2

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromopyridazin-3-amine (3.48 g, 20 mmol) in EtOH/H2O (5/1, 180 mL) was added 2-bromo-1,1-diethoxyethane (11.8 g, 60 mmol), followed by p-toluenesulphonic acid (20.6 mg, 0.12 mmol). The mixture was stirred at 80 C. for 16 hours and then concentrated in vacuo. The resulted solid was washed with H2O (4 mL), collected by filtration, and dried in a vacuum oven overnight at 40 C. to give the title compound as a gray solid (3.9 g, 100%). MS (ESI, pos. ion) m/z: 198.1 [M+H]+; 1H NMR (400 MHz, CDCl3): delta 8.71 (d, J=9.6 Hz, 1H), 8.44 (d, J=1.6 Hz, 1H), 8.33 (d, J=1.9 Hz, 1H), 7.97 (d, J=9.6 Hz, 1H).

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

Reference£º
Patent; Calitor Sciences, LLC; Xi, Ning; US2014/134133; (2014); A1;,
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Analyzing the synthesis route of 88497-27-2

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromopyridazin-3-amine (10.75 g, 57.5 mmol) in ethyl acetate (150 ml) was added trimethylsilyl 2,2,2-trifluoroacetate (16.88 ml, 98 mmol). After the mixture was stirred for 5 mi triethoxymethane (17.21 ml, 103 mmol) was added. The resulting mixture wasstirred for another five mm, and this was followed by addition of azidotrimethylsilane (12.09 ml,92 mmol). Stirring continued at rt for 2 days, and the mixture was concentrated under reduced pressure. Recrystallization of the residue from ethyl acetate afforded 3-bromo-6-(1H-tetrazol-1- yl)pyridazine. LCMS [M+2+1] = 228.9.

As the paragraph descriping shows that 88497-27-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BISWAS, Dipshikha; DING, Fa-Xiang; DONG, Shuzhi; GU, Xin; JIANG, Jinlong; PASTERNAK, Alexander; SUZUKI, Takao; VACCA, Joseph; XU, Shouning; WO2015/103756; (2015); A1;,
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