Tag: M.W:100-200

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

EXAMPLE 14; 3-(5-Methyl-l,3,4-oxadiazol-2-ylV6-f3-[2-(trifluoromethyl)phenoxylazetidin-l-vUpyridazine; Step 1: iV-Acetyl–chloropyridazine-S-carbohvdrazide; Into a flame-dried 250 mL round-bottom flask equipped with a magnetic stirring bar and under N2 was added beta-chloropyridazine-S-carboxylic acid (10 g, 63.1 mmol) in dichloromethane (150 mL) and DMF (6.10 mL, 79 mmol). The suspension was treated with oxalyl chloride (6.07 mL, 69.4 mmol) and stirred at room temperature for 30 min, becoming a brown biphasic solution. The solvents were removed under evaporation and the residue taken up in dichloromethane (150 mL) and acetic hydrazine (5.61 g, 76 mmol) and N,N- diisopropylethylamine (22.03 mL, 126 mmol) were added and the solution stirred at room temperature for 4 h. The mixture was cooled, concentrated and poured into a 500 mL separatory funnel containing pH 5 buffer (250 mL) and the mixture was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure to give a purple solid.

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

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/143823; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

General procedure: The Miyaura borylation reactions were carried out as follows: Chloropyrazines (3.0 mmol), B2pin2 (838 mg, 3.3 mmol), Pd(OAc)2 (14 mg, 2 mol %), PCy3 (34 mg, 4 mol %) and AcOK (750 mg, 7.5 mmol) was added in a 50 ml three necked flask fitted with a condenser, and dioxane (15 ml) was added at last. Then the reaction mixture was stirred at a preheated oil bath 110 oC under nitrogen atmosphere for 10 min. After complete completion of starting material checked by TLC, the reaction was cooled to room temperature, EtOAc (20 ml) was added. After filtration through Celite and concentration under vacuo, the resulting residue was precipitated from n-hexane:Et2O to afford corresponding boronic esters., 1120-95-2

The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lu, Hongtao; Wang, Shengqiang; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Wu, Yangjie; Tetrahedron Letters; vol. 58; 9; (2017); p. 839 – 842;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,4,5-trichloropyridazine (0.446 g, 2.432 mmol), 2- (piperidin-4-yl)-3-(trifluoromethyl)pyridine (0.56 g, 2.432 mmol), and potassium carbonate (0.706 g, 5.11 mmol) in dioxane (8 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (4.41 ml, 48.6 mmol) was added. The mixture was heated to reflux for 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water and concentrated to give 4- chloro-3 -hydrazinyl-5-(4-(3 -(trifluoromethyl)pyridin-2-yl)piperidin- 1 -yl)pyridazine as a brown oil. LCMS: Rt = 0.76 min, (M+H)+ = 373.7. The material was used without purification., 14161-11-6

As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
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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

PREPARATION 2; Synthesis of 6-CHLOROPYRIDAZINE-3-CARBOXYLIC ACID PENTYLAMIDE; To a mixture of 6-oxo-1,6-dihydropyridazine-3-carboxylic acid monohydrate (3.50 g, 22.1 mmol) in chloroform (110 mL) was added thionyl chloride (8.1 mL, 110 mmol) then catalytic amount of DMF (0.6 mL). The reaction mixture was heated at reflux for 20 hours during this time reaction mixture turn to dark green. After cooling the solvent was removed in vacuo. The crude material was dried under high vacuum for 30 minutes. The residue dissolved in dichloromethane (110 mL) was added dropwise to a solution of amyl amine (3.84 mL, 33.1 mmol) and triethylamine (5.60 mL, 40.2 mmol) at 0 C. The reaction mixture was stirred at room temperature for 2 hours. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated. The crude material was purified by column chromatography eluting with ethyl acetate:hexane (4:1) to obtain 6-chloropyridazine-3-carboxylic acid methylpentyl amide (4.8 g, 99%). M.p. 98-101 C. 1H NMR (300 MHz, CDCl3) delta 8.28 (d, J=7.2 Hz, 1H), 8.05 (s, br., 1H), 7.68 (d, J=7.2 Hz, 1H), 3.51 (q, J=5.6 Hz, 2H), 1.69-1.63 (m, 2H), 0.90 (t, J=5.6 Hz, 3H). 13C NMR (75 MHz, CDCl3) delta 161.5, 158.9, 151.8, 129.4, 128.1, 39.8, 29.1, 29.1, 22.4, 14.0. MS (ES+) m/z 228 (M+1).

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; XENON PHARMACEUTICALS INC.; US2008/207587; (2008); A1;,
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19064-67-6, 6-Chloro-3-hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 2 (1.5 g, 12 mmol) was dissolved in water.Add liquid bromine (1.8 mL, 36 mmol),Potassium bromide (4.3 g, 36 mmol),After potassium acetate (1.76 g, 18 mmol),Heated to reflux,TLC was used to detect the progress of the reaction.The reaction was stirred overnight.The reaction is complete,Add appropriate amount of ethyl acetate and dilute the extract.Washed with saturated saline,The organic phase is concentrated,Separation and purification by silica gel column chromatography (ethyl acetate / petroleum ether = 1/2).1.76 g of a white solid compound 8 was obtained in a yield of 71%.

19064-67-6, 19064-67-6 6-Chloro-3-hydroxypyridazine 252828, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Duan Wenwen; Ding Jian; Wan Penghui; Shen Aijun; Lu Dong; Liu Hongchun; Wei Aihuan; Zhang Minmin; Zeng Limin; Cao Jingchen; (57 pag.)CN109280032; (2019); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50681-26-0,6-Chloro-3-hydroxypyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

50681-26-0, 6-chloro-3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid (2.0 g, 11.2 mmol) is taken up in MeOH (20 mL), combined with cone. H2SO4 (2 mL) and heated to boiling for 3 h. The reaction solution is combined with H2O, extracted with DCM, washed with NaCl-sln., dried on MgSO4, the solvent is removed and methyl carboxylate B.l-lf (HPLC-MS: tRet. = 1.47 min; MS(M+H)+ = 189; method AFEC) is obtained.

50681-26-0 6-Chloro-3-hydroxypyridazine-4-carboxylic acid 334015, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7114; (2010); A2;,
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65202-50-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 2; Methyl 6-(G-?)-3-r2-(trifluoromethyl)phenoxylpyrrolidin-l-vpipyridazine-3-carboxylate; A mixture of methyl 6-chloropyridazine-3-carboxylate (1.1 g, 6.4 mmol), (35)-3-[2- (trifluoromethyl)phenoxy]pyrrolidine (1.6 g, 6.9 mmol), potassium carbonate (1.8 g, 12.7 mmol) and tetrabutylammonium iodide (47 mg, 0.13 mmol) in dioxane (60 mL) was heated at 90-95 0C bath for 24 h. After cooling, the mixture was filtered through celite, washed with EtOAc and concentrated. The residue was re-dissolved in EtOAc, washed twice with water, dried and concentrated in vacuo, and swished with Et2O:hexane to give the title compound as a brown powder. EPO 1H NMR (500 MHz, acetone-d6): delta 7.88 (d, 1 H), 7.69-7.63 (m, 2 H), 7.43 (d, 1 H), 7.15 (t, 1 H), 6.96 (d, 1 H), 5.53 (s, 1 H), 4.00 (m, 3H), 3.90 (s, 3 H), 3.75 (m, 1 H), 2.54-2.44 (m, 2 H).

65202-50-8 Methyl 6-chloropyridazine-3-carboxylate 12379801, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/9236; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

16401-70-0, N-Methylpyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

200 mg (1.2 mmol) of 2-chlorothiazole-4-carboxylic acid and 96.1 mg (0.9 mmol) of pyridazin-4-yl-amine were dissolved in 6 ml dimethyl formamide. 0.15 ml. (1.1 mmol) of triethyl amine followed by 382 mg (0.73 mmol) of 1 H-Benzotriazol-1- yloxytri-pyrrolidinophosphonium hexafluorophosphate (PyBOP) were added and the reaction mixture was stirred at room temperature for 16 h. Brine was added and the reaction mixture was extracted three times with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane? ethyl ace- tate? methanol) to give 200 mg (61 %, 95% purity) of the title compound., 16401-70-0

The synthetic route of 16401-70-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF SE; Le VEZOUET, Ronan; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D.; WO2011/3796; (2011); A1;,
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932-22-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

Add 4,5-dichloro-3(2H)-pyridazinone 9.00g (0.055 mol) to a 250 mL three-necked flask. 11.50 g (0.063 mol) of alpha-chloroacetophenone, 11.40g (0.083mol) of potassium carbonate with 100mL of DMF, the reaction was carried out at 60 C for 8 hours. The reaction solution was cooled to room temperature and poured into a beaker containing 150 mL of ice water. A large amount of precipitate appeared on the mixture, suction filtration, and the filter cake was washed three times with water and dried. Recrystallization from ethyl acetate / ethanol gave 12.38 g. Yield 72.8%

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai University of Engineering Science; Li Hongsen; Sun Yanwen; Wu Haolei; Wei Changheng; Gao Mei; Shen Zeyi; (16 pag.)CN108503590; (2018); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

Intermediate 23; Ethyl (trans^-oxo-S-O-pyridazinvD-i-oxa-S-azaspiroK.deltaidecane-delta-carboxylatet; Ethyl (trans)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (prepared in an analogous fashion to Intermediate 15, 250 mg, 1.100 mmol), 3-chloropyridazine (for a preparation see WO2001007416, 126 mg, 1.100 mmol), trans-1 ,2-diaminocyclohexane (0.066 ml, 0.550 mmol), copper(l) iodide (105 mg, 0.550 mmol), K3PO4 (1168 mg, 5.50 mmol) were collected and shaken at 120 0C for 8 h. Solvent was removed under vacuum, rinsed with DCM (10 ml) and filtered over a separation tube. The resulting solution was then purified with Biotage SP1 , over a Silica 25M column, eluting with a gradient of DCM and Et2O. The title compound was eluted with ca 15% Et2O and recovered as a colourless solid (1 10 mg). 1H NMR (400 MHz, CDCI3): delta 8.97 (dd, 1 H), 8.56 (dd, 1 H), 7.50 (dd, 1 H), 4.20 (s, 2H), 2.55-2.46 (m, 1 H), 2.10-1.74 (m, 8h); UPLC-MS: 0.62 m, 306 [M+H]+., 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; GLAXO GROUP LIMITED; WO2008/92887; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem