Month: September 2020

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Z-re-Bromo-a-pyridazinyll-?S^S^delta-te/if-butoxycarbonyl-Z.delta-diazabicvclo-rZ.Z.Il- heptane (Intermediate compound)A mixture of te/tauf-butyl-(1S,4S)-2,5-diazabicyclo-[2.2.1]-heptane-2- carboxylate (3.0 g; 15.1 mmol), 3,6-dibromopyridazine (3.6 g; 15.1 mmol) and dioxane (15 ml) was stirred for 3 days at 90C. The crude product salt was filtered. Aqueous sodium hydroxide (50 ml; 1 M) was added to the solid material. The mixture was extracted with dichloromethane (3 x 50 ml). Chromatography on silica gel with dichloromethane, methanol and cone, ammonia (89:10:1 ) gave the title compound as free base. Yield 1.71 g (32%).

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; NeuroSearch A/S; WO2006/87305; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17321-29-8,3-Bromo-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 3- bromo-6-methoxypyridazine (2) (378mg, 1.4mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15ml_), H20 (10mL) and brine (5ml_) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15ml_). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (5.4mg, 1 %).

17321-29-8, The synthetic route of 17321-29-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2H-tetrazole (1.83 1 g, 26.1 mmol) in DMF (30 ml) was added Cs2CO3 (8.52 g, 26.1 mmol) at 0 C. The resulting solution was stirred at 0 C for 15 mm followed by addition of 6-chloropyridazine-3-carbonitrile (Liu, et al., I Med. Chem. 2007, 50, 3086-3 100)(3.04 g, 21.79 mmol). The resulting solution was stirred at rt for 30 mm, then heated at 90 C for30mm. The mixture was cooled to rt, and partitioned between EtOAc and sat. NaHCO3. The organic layer was washed with sat.NaHCO3 three times, dried over Na2504, and concentrated. The residue was stirred with DCM. The solid was collectted by filtration to give the title compound.

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

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; WO2015/105736; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

Example 413: (f?)-5-(3-(methylamino)pyrrolidin-1-yl)-N-(1- adamantyl)pyridazin-3-amine dihydrochloride. (R)-tert-butyl 1-(6-chloropyridazin-4-yl)pyrrolidin-3-ylcarbamate. A solution of 3,5-dichloropyridazine (4.47g, 30mmol), (R)-tert-butyl pyrrolidin- 3-ylcarbamate (5.59g, 30mmol) and thethylamine (8.1 g, 80mmol) in THF (50 mL) was stirred at ambient temperature for 20 hrs. The solvent was removed under reduced pressure and the residue was purified by column chromatography to afford the desired product (5.4 g, 60%) as a colorless solid. LC-MS: m/z = 299.2 [M+H+]+. (f?)-tert-butyl-1-(6-chloropyridazin-4-yl)pyrrolidin-3-yl(methyl) carbamate. A solution of (R)-tert-butyl 1-(6-chloropyhdazin-4-yl)pyrrolidin-3-ylcarbamate (3.6g, 12.05mmol) in N,N-dimethylformamide (DMF, 4OmL) was added into a suspension of 60% sodium hydride (0.58 g, 14.5 mmol) in DMF (40 mL) at 0 0C. The mixture was stirred at 0 0C for further 30 min then lodomethane (2.06 g, 14.5 mmol) was added into the mixture and the resulting reaction was stirred for further 3h at ambient temperature. Water (100 mL) was added and the mixture was extracted with dichloromethane. The combined organic layer was dried over Na2SO4, filtered and concentrated. The solvent was removed under reduced pressure and the residue was purified by column chromatography to afford the desired product (2.5g, 66%) as a brown solid. 1H NMR (300 MHz, CDCI3): 8.47 (d, J = 2.4 Hz, 1 H), 6.41 (d, J = 2.4 Hz, 1 H), 4.89 (br s, 1 H), 3.58-3.52 (m, 2H), 3.42-3.36 (m, 1 H), 3.29-3.23 (m, 1 H), 2.82 (s, 3H), 2.27-2.14 (m, 2H), 1.47 (s, 9H). –>(R)-tert-butyl methyl(1 -(6-(1 -adamantylamino)pyridazin-4-yl)pyrrolidin-3- yl)carbamate. A mixture of (R)-tert-butyl 1-(6-chloropyridazin-4-yl)pyrrolidin-3- yl(methyl) carbamate (78 mg, 0.25 mmol), 1-adamantylamine (76 mg, 0.5 mmol), BINAP (10.9 mg, 0.0175 mmol), palladium acetate(3.9 mg, 0.0175 mmol) and t-BuONa (72.1 mg, 0.75 mmol) in 1 ,2-dimethoxyethane(2 ml_) was charged with N2 The reaction mixture was stirred at 80 0C for 1.5 hours. The solution was diluted with ethyl acetate (5 ml_) and washed with 5% NaHCtheta3 solution. The solvent was removed under reduced pressure and the residue was purified by column chromatography 0-3.5% NH3 MeOH/DCM to afford the desired product (64 mg, 60%) as a colorless solid. LC-MS: m/z = 428.3 [M+H]+. (f?)-5-(3-(methylamino)pyrrolidin-1-yl)-N-(1-adamantyl)pyhdazin-3-amine dihydrochloride. (R)-tert-butyl methyl(1 -(6-(1 -adamantylamino)pyridazin-4- yl)pyrrolidin-3-yl)carbamate (120 mg, 0.28 mmol) was dissolved in MeOH (4 ml_) and 7N HCI/Et2O solution (20 ml_) was added. The resulting solution was stirred at ambient temperature for 18 hrs. The solvent was concentrated to give the desired product as a light yellow solid (73 mg, 60%). MS (ESI): mass calcd. for Ci9H29N5, 327.48 m/z found, 328.3 [M+H]+. 1H NMR (300 MHz, CD3OD): 8.15 (s, 1 H), 6.12 (s, 1 H), 4.08-3.60 (m, 5H), 2.84 (s, 3H), 2.61-2.56 (m, 1 H), 2.42-2.38 (m, 1 H), 2.20 (s, 3H), 2.10 (s, 6H), 1.87-1.77 (m, 6H)., 1837-55-4

1837-55-4 3,5-Dichloropyridazine 19959687, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WO2009/152325; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4-4 (Trans)-8-({[6-(2-methylphenyl)-3-pyridazinyl]amino}methyl)-3-(3-pyridazinyl)-1-oxa-3-azaspiro[4.5]decan-2-one dihydrochloride (Trans)-8-({[6-(2-methylphenyl)-3-pyridazinyl]amino}methyl)-1-oxa-3-azaspiro[4.5]decan-2-one (Intermediate 45, 40.0 mg, 0.114 mmol), 3-chloropyridazine (prepared according to WO/0107416, 13 mg, 0.114 mmol), copper(I) iodide (21.62 mg, 0.114 mmol), trans-1,2-diaminocyclohexane (0.027 ml, 0.227 mmol), K3PO4 (72.3 mg, 0.341 mmol) were collected in a closed vial and suspended in 1,4-dioxane (4 ml). The resulting mixture was stirred at 130 C. for 4 hours. Solvent was removed under vacuum. The crude was taken up with DCM (8 ml) and filtered over a separating tube. The resulting solution was purified with Biotage SP1, over a 12M NH2 Varian cartridge, eluding with a gradient of cyclohexane and ethyl acetate. The title compound was eluted with EtOAc and recovered as colourless oil. Then it was further purified with Biotage SP1, over a 12M NH2 Varian cartridge, eluding with a gradient of cyclohexane and ethyl acetate to recover the title compound as nearly chemically pure colourless oil (30 mg). 1H NMR (400 MHz, CDCl3): delta 8.97 (dd, 1H), 8.58 (dd, 1H), 7.52 (dd, 1H), 7.45-7.41 (m, 1H), 7.36-7.29 (m, 4H), 6.75 (m, 1H), 4.92 (brs, 2H), 3.45 (t, 2H), 2.43 (s, 3H), 2.15-1.11 (m, 9H)., 1120-95-2

The synthetic route of 1120-95-2 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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914349-19-2,4-(6-Chloropyridazin-3-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

4- (6-chloropyridazin-3-yl) benzaldehyde (40 mg, 0.18 mmol)Was dissolved in methanol / dichloromethane (4: 1, 2 mL), sodium borohydride (NaBH4, 10 mg, 0.26 mmol) was gradually added at 0 C and the mixture was stirred at room temperature for 2 hours. After the reaction, ethyl acetate was added thereto, washed with brine, and the organic layer was dried over anhydrous sodium sulfate,Concentrated to give (4- (6-chloropyridazin-3-yl) phenyl) methanol(39 mg, 98%) as a yellow solid.

914349-19-2, The synthetic route of 914349-19-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Korea Research Institute of Chemical Technology; Handok Co., Ltd.; Jeong Hui-jeong; Kim Hyeong-rae; Ha Jae-du; Lee Jeong-ok; Cho Seong-yun; Choi Sang-un; Lee Jong-guk; Park Ji-hun; (45 pag.)KR101869534; (2018); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 58 3-Cyclopentyl-2-(3,4-dichlorophenyl)-N-pyridazin-3-yl-propionamide A solution of 3-cyclopentyl-2-(3,4-dichlorophenyl)-propionic acid (prepared as in Example 38A, 625.2 mg, 2.18 mmol), O-benzotriazol-1-yl-N,N,N’,N’-tetramethyluronium hexafluorophosphate (908.3 mg, 2.39 mmol), N,N-diisopropylethylamine (1.1 mL, 6.53 mmol), and 3-aminopyridazine (310.6 mg, 3.27 mmol) in dry N,N-dimethylformamide (11 mL) was stirred at 25 C. under nitrogen for 72 h. The reaction mixture was concentrated in vacuo to remove N,N-dimethylformamide. The resulting residue was diluted with ethyl acetate (200 mL). The organic layer was washed with a 10% aqueous hydrochloric acid solution and a saturated aqueous sodium chloride solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 1/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(3,4-dichlorophenyl)-N-pyridazin-3-yl-propionamide (493.8 mg, 62%) as a white foam: mp 70-71 C.; EI-HRMS m/e calcd for C18H19Cl2N3O (M+) 363.0905, found 363.0908., 5469-70-5

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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]+.

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

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

41933-33-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.41933-33-9,2-Benzyl-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

To a mixture of 2-benzyl-4,5-dichloropyridazin-3(2H)-one (30.6 g, 120 mmol), prepared as described in Example 244A, 4-chlorophenyl boronic acid (20.6 g, 132 mmol) and tetrakis(triphenylphosphine)palladium (5 g, 4.3 mmol) in toluene (300 mL) under an atmosphere of argon, and was added an aqueous Na2CO3 solution (2M, 66 mL, 132 mmol). The reaction mixture was stirred at 100 C. under argon for 16 h. The reaction was then allowed to cool to RT and was subsequently poured into water (200 mL). The resulting mixture was extracted with EtOAc (3¡Á150 mL). The combined organic layers were washed with saturated aqueous NaCl. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained thick syrup was dissolved in MeOH (100 mL) and the resulting solution kept at 0 C. until white solid precipitated. The solid was collected by filtration, washed with hexanes, and then triturated with EtOAc-hexanes to give the title compound, 2-benzyl-5-chloro-4-(4-chlorophenyl)pyridazin-3(2H)-one (12 g, 30%) as a white powder. LC/MS (method A, general procedure): RT=3.81 min, (M+H)+=331.

The synthetic route of 41933-33-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yu, Guixue; Ewing, William R.; Mikkilineni, Amarendra B.; Pendri, Annapurna; Sher, Philip M.; Gerritz, Samuel; Ellsworth, Bruce A.; Wu, Gang; Huang, Yanting; Sun, Chongqing; Murugesan, Natesan; Gu, Zhengxiang; Wang, Ying; Sitkoff, Doree; Johnson, Stephen R.; Wu, Ximao; US2005/143381; (2005); A1;,
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Pyridazine | C4H4N2 – PubChem

5788-58-9,5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of 4,5-dibromopyridazmn-3(2H)-one (4.00 g, 15.8 mmol) in methanol (40 mL, 990 mmol), was added potassium carbonate (4.00 g, 28.9 mmol) and the mixture was stirred at 80t for 67 hours. The solvent was removed in vacuum. Water was added to the residue and acetic acid was added until acidic pH was reached. A solid precipitated and wascollected by filtration, washed with water, and dried to give 2.23 g (69 % yield) of the title compound as a crude product.LC-MS (Method 5): R = 0.57 mm; MS (ESIpos): mlz = 205 [M+H]

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem