Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.187973-60-0,6-Iodopyridazin-3-amine,as a common compound, the synthetic route is as follows.

187973-60-0, General procedure: A 10 mL round-bottomed flask containing a magnetic stirbar was charged with CuI (0.1 mmol) followed by L-hydroxyproline (0.2 mmol),6-iodopyridazin-3-amine (1.3 mmol) and K3PO4 (3.0 mmol). The flask wasflushed with N2 and a solution of the appropriate amine (1.0 mmol) inanhydrous DMSO (1.5 mL) was then added. The mixture was stirred under N2at 50 C for 24 h. MeOH (5 mL) and H2O (5 mL) were added and the stirredmixture was neutralised by dropwise addition of AcOH. The resultant solidswere allowed to settle out and the supernatant solution added to the top of astrong cation exchange (SCX) column. The remaining solid was washed withfurther MeOH (5 mL), and the washings also added to the SCX column. Thesolution was allowed to elute slowly through the column, which was thenflushed with further MeOH. These MeOH washings were discarded. A 1 Msolution of NH3 in MeOH was flushed through until elution of the product wascomplete and the solvent was evaporated under reduced pressure to yield acrude material. Purification was done by flash silica chromatography, elutiongradient typically 0-10% MeOH in CH2Cl2. Relevant fractions were evaporatedto dryness to afford the desired product.

The synthetic route of 187973-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bethel, Paul A.; Roberts, Bryan; Bailey, Andrew; Tetrahedron Letters; vol. 55; 37; (2014); p. 5186 – 5190;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

65202-50-8, Methyl 6-chloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65202-50-8, 6-(3,6-Dihydro-2H-pyran-4-yl)pyridazin-3-carboxylic Acid Methyl 6-chloropyridazine-3-carboxylate (1.00 g, 5.79 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (1.22 g, 5.79 mmol), Pd(PPh3)4 (536 mg, 0.44 mmol) and Cs2CO3 (3.40 g, 10.4 mmol) were suspended in dioxane (8 mL) and water (8 mL) and heated in a microwave reactor at 125¡ã C. for 30 min. 1M aq HCl (10 mL) was added, the precipitate was removed by filtration and the filtrate was concentrated in vacuo. The residue was passed through a silica pad eluting with 30percent MeOH in DCM and concentrated in vacuo to give the title compound as a white solid (946 mg, 79.2percent). LCMS (ES+): 207.1 [MH]+. HPLC: Rt 3.30 min, 49.9percent purity.

The synthetic route of 65202-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Proximagen Limited; Espensen, Max; Patient, Lee; Evans, David; Savory, Edward; Simpson, Iain; US2014/275040; (2014); 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.,5469-70-5

3-aminopyridazine (lg, 10.5 mmol) is dissolved in toluene (7 mL) and N,N5 dimethylformamide dimethyl acetal (1 .8 mL, 13.67 mmol) is added. The mixture isheated at 65C and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mL, 13.67 mmol) is added and stirring is continued at rt for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mL, 27.34 mmol) is added and the reaction is heated at 85C for 5h. Volatiles are removed underreduced pressure and the resulting residue is triturated with n-hexane to furnish the title compound (1 .4 g, 91 %)UPLC-MS (Method 2): R = 0.40 mm MS (ESI pos): mlz = 151 (M+H)

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; WO2014/184275; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1121-79-5, 3-Chloro-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Chloro-pyridazine-3-carboxylic Acid A mixture of 3-chloro-6-methyl-pyridazine (10.0 g, 77.8 mmol) and K2Cr2O7 (38.1 g, 128 mmol) in conc. H2SO4 (150 ml) was heated to 60 C. for 24 h. The mixture was poured onto ice/water and extracted with EtOAc. The combined org. layers were then concentrated in vacuo and then taken up in EtOAc. The suspension was filtered and dried in vacuo to give 6-chloro-pyridazine-3-carboxylic acid (80% pure, 4.1 g, 27%). UPLC (5-100% CH3CN): tR=0.523 min, MS (ES-): 157 [M-1]., 1121-79-5

As the paragraph descriping shows that 1121-79-5 is playing an increasingly important role.

Reference£º
Patent; Glatthar, Ralf; Carcache, David; US2009/105266; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5469-70-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

Example 32 Preparation of 2-(4-(4-(4-(3-pyridazin-3-ylureido)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetic acid Methyl 2-(4-(4-(4-(tert-butoxycarbonylamino)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetate (50 mg) prepared in Step 4 of Example 1, 4-nitrophenylchloroformate (28.1 mg) and 3-aminopyridazine (17 mg) were added to 1,4-dioxane (3 mL), and the mixture was stirred overnight at room temperature. The reaction solvent was concentrated, and diethyl ether was added for recrystallization. The resulting compound was filtered and the filtrate was added to a mixed solution of tetrahydrofuran, methanol and water (tetrahydrofuran:methanol:water = 1:1:1), stirred, and further stirred with the addition of sodium hydroxide (16 mg). The resulting mixture was distilled under reduced pressure to remove the solvent, and 1N HCl was added to adjust the pH in the range of 3 to 4. A solid thus obtained was filtered and washed with water to obtain the title compound (40 mg). 1H NMR (300 MHz, DMSO-d6): delta 12.38(s, 1H), 10.11(s. 1H), 9.89(s, 1H), 9.33(s, 1H), 8.91(d, 1H), 8.78(d, 1H), 8.24(d, 2H), 8.07(t, 3H), 7.81(d, 2H), 7.68(q, 1H), 7.42(d, 2H), 3.65(s, 2H)

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup; EP2738174; (2014); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 2-Tosv^23 iihvdn)Pvridazine-3-carbonitrile A solution of pyridazine (5 mL, 69.12 mmol) (Sigma-Aldrich), aluminum chloride (28 mg, 0.21 mmol) and TMSCN (16.75 mmol) in DCM (60 mL) was stirred under a nitrogen atomosphere at 0 ?C for 20 min. A solution of TsCl (22.75g, 119.7 mmol) in DCM (40 mL) was added dropwise. The reaction was warmed to room temperature, stirred for an additional 60h, and concentrated in vacuo. The residue ws washed with EtOH (150 mL) and the resulting solids were filtered to afford the title compound 1-b (15 g, 83%). NMR (300 MHz, CDC13) 57.93 (d, J = 8.4 Hz, 2H), 7.38 (d, J = 1.8 Hz, 2H), 6.23-6.21 (m, 2H), 5.79 (d,J- 6.3 Hz, 1H), 2.44 (s, 3H). LC-MS: (M + H)+= 262.

289-80-5, The synthetic route of 289-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Changyou; ZOU, Wuxin; HUA, Yuxia; DANG, Qun; WO2011/133444; (2011); 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

To a mixture of (4-(3-(cyclopropylmethoxy)phenoxy)-2,6-difluorophenyl)methanol (500 mg) and THF (10 ml) was added sodium hydride (60% in oil, 65 mg), and the mixture was stirred at 15C for 30 min. To the mixture was added 3,6-dibromopyridazine (388 mg), and the mixture was stirred at 18C for 4 hr. The reaction mixture was poured into water, and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (570 mg). 1H NMR (400 MHz, DMSO-d6) delta 0.25-0.35 (2H, m), 0.50-0.60 (2H, m), 1.15-1.25 (1H, m), 3.81 (2H, d, J = 7.2 Hz), 5.47 (2H, s), 6.65-6.73 (2H, m), 6.75-6.85 (3H, m), 7.28 (1H, d, J = 9.2 Hz), 7.34 (1H, t, J = 8.0 Hz), 7.91 (1H, d, J = 9.2 Hz).

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

Reference£º
Patent; Takeda Pharmaceutical Company Limited; MIZOJIRI, Ryo; ASANO, Moriteru; TOMITA, Daisuke; BANNO, Hiroshi; TAWADA, Michiko; NII, Noriyuki; GIPSON, Krista E.; MAEZAKI, Hironobu; TSUCHIYA, Shuntaro; IMAI, Mayumi; AMANO, Yuichiro; (100 pag.)EP3279183; (2018); 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.1121-79-5,3-Chloro-6-methylpyridazine,as a common compound, the synthetic route is as follows.

A. To a mechanically stirred solution of 3-chloro-6-methylpyridazine (155.6 mmol) in 140 mL of concentrated sulfuric acid, finely powdered potassium dichromate (55.40 g) was added slowly, the temperature being kept below 50 C. When the addition was complete, stirring was continued for another 4 hours at 50 C. The viscous, dark green liquid was then cooled and crushed ice was added cautiously. The reaction mixture was extracted with ethyl acetate (6*400 mL). The ethyl acetate extracts were combined, dried over anhydrous Na2SO4. The solvent was concentrated in vacuo to yield slightly red colored 6-chloropyridazine-3-carboxylic acid (106.6 mmol). This material was used for next reaction without further purification. Yield 69%. m.p. 145 C. (dec). 1H NMR (300 MHz, DMSO-d6) delta 13.1, 8.20, 8.05., 1121-79-5

The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; US2008/207587; (2008); 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.37444-46-5,Pyridazin-3-ylmethanol,as a common compound, the synthetic route is as follows.

[00284] Thionyl chloride (3.05 ml, 42 mmol) was added to an ice-cooled flask containing the title compound of Preparation 26 (920 mg, 8 mmol) and the reaction mixture stirred for 45 minutes at room temperature, then evaporated under reduced pressure. The residue was azeotroped with toluene (40 ml) to furnish the crude title compound (1.4 g) as a brown solid, which was of sufficient purity for generating the free base required for use in subsequent alkylation reactions. delta (DMSOd6): 4.98 (2H, s), 7.80 (1H, m), 7.90 (1H, d), 8.19 (1H, s), 9.22 (1H, d).

37444-46-5, The synthetic route of 37444-46-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US6723719; (2004); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

General procedure: To a stirred solution of substituted phenol (5 mmol) in dimethyl formamide (20 mL) was added 60% sodium hydride (5 mmol) under ice-water bath. After further stirring for 30 min, 3,4,6-trichloropyridazine (6, 5 mmol) was added and reacted at room temperature for 1-24 h. The reaction solution was poured into cold water, then the formed solid was filtered, washed with water and dried to give intermediate 7, which didn?t need any further purification. Intermediate 7 (5 mmol) with substituted aniline (5 mmol) and a few drops of 12 M hydrochloric acid was added and boiled with 50 ml ethanol for 12-48 h under reflux. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazine derivatives 8a-l. (0017) Pyridazine derivatives (2 mmol) was boiled with 10 mL acetic acid under reflux overnight. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazinone derivatives 9a-l. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (4 mmol) followed by iodomethane (2 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9m. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (8 mmol) followed by iodomethane (4 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9n.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Article; Li, Dongyue; Zhan, Peng; Liu, Huiqing; Pannecouque, Christophe; Balzarini, Jan; De Clercq, Erik; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 2128 – 2134;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem