Heterocyclic Building Blocks-Pyridazine

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 (17.79 g, 96.99 mmol) and a solution of NH3 in THF ( 250 mL, 750 mmol, 3 M) was stirred at 125 C in a sealed tube for 5 h. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/2) to give the title compound as a white solid (4.01 g, yield 25%).MS (ESI, pos. ion) m/z: 164.1 [M+H]+;1H NMR (600 MHz, CDCb) d (ppm): 8.60 (s, 1H), 4.89 (s, 2H).

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
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5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5469-70-5, Example 24a 10774] 3-aminopyridazine (1 g, 10.5 mmol) is dissolved in toluene (7 mE) and N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added. The mixture is heated at 65 C. and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added and stirring is continued at it for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mE, 27.34 mmol) is added and the reaction is heated at 85 C. for 5 h. Volatiles are removed under reduced pressure and the resulting residue is triturated with n-hexane to thmish the title compound (1.4 g, 91%)10775] UPEC-MS (Method 2): R=0.40 mm10776] MS (ESI pos): mlz=151 (M+H7

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

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; US2014/343065; (2014); A1;,
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867130-58-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.867130-58-3,6-Oxo-1,6-dihydropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

[0373] A solution of 6-oxo-1,6-dihydro-pyridazine-4-carboxylic acid (11.5 g), TBTU (25.3 g), triethylamine (20.9 mL) and 40 mL DMF in 200 mL THF was stirred for 30 minutes at ambient temperature. Then n-butyl (S)-3-amino-tetrahydrofuran-3-carboxylate (14.0 g) was added and the mixture was stirred further overnight. For working up the mixture was evaporated to dryness in vacuo and the residue was stirred with 200 mL of ethyl acetate. This solution was washed twice with 5% sodium hydrogen carbonate solution, then dried and evaporated down. The product was thus obtained in a yield of 90% of theory. [0374] C14H19N3O5 (309.3) [0375] Thin layer chromatogram (silica gel; dichloromethane/ethanol 19:1): Rf=0.16

The synthetic route of 867130-58-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hauel, Norbert; Kuelzer, Raimund; US2014/38977; (2014); A1;,
Pyridazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.289-80-5,Pyridazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the corresponding [1,2,3]triazolo[1,5-a]pyridine 1 in anhydrous toluene at -40 C under an argon current, a solution of 1.6 n-BuLi in hexane (1.1 equiv) was added with stirring; a deep red color developed. The mixture was kept at -40 C for 4 h. The azine (1.1equiv) in dry toluene solution was added and the mixture was kept inthe cold bath at -40 C for 2 h. The solution was treated with a saturateds olution of NH4Cl followed by aq KMnO4 solution for 30 min at r.t. The mixture was filtered over Celite, the organic and aqueous layers were separated, the aqueous layer was extracted with CH2Cl2, the combined organic extracts were dried (Na2SO4), and the solution was filtered and concentrated to give the crude product., 289-80-5

As the paragraph descriping shows that 289-80-5 is playing an increasingly important role.

Reference£º
Article; Adam, Rosa; Abarca, Belen; Ballesteros, Rafael; Synthesis; vol. 49; 22; (2017); p. 5059 – 5066;,
Pyridazine – Wikipedia
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13327-27-0, 6-Methylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 3-(3-Methyl-6-oxopyridazin-1(6H)-yl)piperidine-2,6-dione (Compound 148) (1193) (1194) Compound 148 To a stirred solution of 6-methylpyridazin-3(2H)-one 4-1 (300 mg, 2.72 mmol) ) in THF (10ml) at -30 C was added LiHMDS (4.08 ml, 4.08 mmol), reaction mixture stirred for 1h followed by addition of 3-bromopiperidine-2,6-dione 2-1 (522 mg, 2.72 mmol), gradually warming up to room temperature and finally heating under reflux overnight. After complete consumption of 4-1 as evident from TLC, the reaction mass was quenched with ice water, volatiles stripped off, residue partitioned between ethyl acetate and water, combined organic extracts dried over sodium sulphate, concentrated, the residual crude purified by column chromatography (elution with 2% MeOH/DCM) to afford 3-(3-methyl-6-oxopyridazin- 1(6H)-yl)piperidine-2,6-dione Compound 148 (80.0 mg, 361 mumol, 13.3%) as an off white solid. 1H NMR (400 MHz, DMSO-d6) delta 10.99 (brs, 1H), 7.36 (d, J = 9.44 Hz, 1H), 6.93 (d, J = 9.44 Hz, 1H), 5.60- 5.62 (m, 1H), 2.82- 2.89 (m, 1H), 2.44- 2.66 (m, 2H), 2.25 (s, 3H), 2.05 (m, 1H). LC MS: ES+ 222.3

13327-27-0, 13327-27-0 6-Methylpyridazin-3(2H)-one 83346, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); A1;,
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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.

932-22-9, Step 1 3,4,5-Trichloropyridazine A stirred solution of 4,5-dichloro-2,3-dihydro-3-pyridazinone (15.00 g, 90.92 mmol) in POCl3 (100 mL) was refluxed for 1.5 h, then concentrated in vacuo. The residue was dissolved in CH2Cl2 (400 mL), washed with water (100 mL), dried over Na2SO4, filtered and concentrated to give 3,4,5-trichloropyridazine. M.S.(M+1):185.00.

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
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34584-69-5, 3,6-Dichloro-4,5-dimethylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl piperidin-4-ylmethylcarbamate (3.8i g, i 7.8mmol), 3,6-dichloro-4,5-dimethyl-pyridazine (3.Og, i7.Ommol), NMP (i4mL) and N,N-Diisopropylethylamine (4.43mL, 25.4mmol) were added to a round bottom flask and heated to iSO C for 5 h. The mixture was partitioned between EtOAc (i 00 mL) and i M Na2003 aq. (50 mL). The organic layer was washed with i M Na2003 aq. (5OmL),water (2 x 7OmL), brine (70 mL), before passage through a hydrophobic frit and concentrated in vacuo to give an orange/brown solid. The crude material was purified by silica flash chromatography using 0% EtOAc in heptane with tn ethylamine i% with a gradient increasing to 30% ethyl actetate. Fractions containing product were combined and concentrated in vacuo to afford tert-butyl N-[i -(6-chloro-4,5-dimethyl-pyridazin-3-yl)-4-piperidyl]-N-methyl-carbamate(i .8g,5.i mmol, 30% yield).1H NMR (400MHz, ODd3) s/ppm: 4.34-3.84 (m, 2H), 3.56-3.47 (m(br), 2H), 3.00 (t(br), Ji2.OHz,2H), 2.78 (s, 3H), 2.3i (s, 3H), 2.25 (s, 3H), i .93-i .80 (m, 2H), i .78-i .7i (m(br), 2H), i .47 (s, 9H).MS Method 2: RT: i .88 mi m/z 355.9 [M¡ÂH]¡Â, 34584-69-5

As the paragraph descriping shows that 34584-69-5 is playing an increasingly important role.

Reference£º
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; BHAMRA, Inder; MCCARROLL, Andrew; WO2014/191737; (2014); A1;,
Pyridazine – Wikipedia
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5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5469-70-5, To a solution of phenyl carbonochloridate (1.070 g, 6.83 mmol), pyridine (0.665 g, 8.41 mmol) in dichloromethane (10 ml) stirred under nitrogen at 25 C. was added a suspension of pyridazin-3-amine (0.5 g, 5.26 mmol) in dichloromethane (5 ml) during 5 min. The reaction mixture was stirred at 25 C. for 1 hr. Next, the organic phase was washed with water 3 mL, saturated brine 3 mL, dried over sodium sulfate and concentrated in vacuo to give the crude product as a white solid. The compound was washed with hexane, dried under reduced pressure, LCMS (m/z) 216.2 (M+H)+.

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
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34584-69-5, 3,6-Dichloro-4,5-dimethylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,6-dichloro-4,5-dimethylpyridazine (1 g, 5.65 mmol) was suspended in water (10 mL) and powdered KOH (1.585 g, 28.2 mmol) was added. The mixture was heated at 120 ¡ãC for 2 h in a sealed pressure vessel, cooled to room temperature and acidified to pH 5 with concentrated aqueous HC1. The resulting solids were filtered and washed with water (~5 mL) and dried to afford pure 6-chloro-4,5-dimethylpyridazin-3-ol (700 mg, 4.41 mmol, 78 percent yield), m/z (159, M+H).

34584-69-5, 34584-69-5 3,6-Dichloro-4,5-dimethylpyridazine 21187505, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); A1;,
Pyridazine – Wikipedia
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20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Stir diiodopyridazine (3.4 g) and p-methoxybenzenethiol (1.4 g) in CH2CI2 (40 mL) and add diazabicycloundecane (DBU; 2 mL) dropwise. Stir for 1.5 h., dilute with hexanes (50 mL) and chromatograph on silica gel, eluting with a gradient of CH2Cl2 in hexanes. Evaporate the product fractions and recrystallize from ether-hexanes to give pure 26 (1.65 g), mp 113-114C.

20698-04-8, 20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; EP1091956; (2004); B1;,
Pyridazine – Wikipedia
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