Simple exploration of 867130-58-3

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

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
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 289-80-5

As the paragraph descriping shows that 289-80-5 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.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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Simple exploration of 13327-27-0

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

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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New learning discoveries about 932-22-9

As the paragraph descriping shows that 932-22-9 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.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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Analyzing the synthesis route of 34584-69-5

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

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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Analyzing the synthesis route of 5469-70-5

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

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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Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 34584-69-5

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

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;,
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New learning discoveries about 20698-04-8

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

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;,
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Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 90766-97-5

90766-97-5 5-Bromo-6-phenylpyridazin-3(2H)-one 2767911, apyridazine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90766-97-5,5-Bromo-6-phenylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

90766-97-5, To a solution of 5-bromo-6-phenyl-2,3-dihydropyridazin-3-one (0.700 g, 2.788 mmol) in DMF (12 mL), potassium carbonate (0.462 g, 3.345 mmol) was added followed by 2-bromopropane (0.314 mL, 3.345 mmol) and the resulting mixture heated at 60 C. for 2 h. The mixture was partitioned between EtOAc and water, the aqueous phase was extracted with EtOAc, and the combined organic layers were washed several times with brine. The organic phase was dried over sodium sulfate and the solvent was removed. The crude was purified by flash chromatography on silica gel Biotage cartridge (cyclohexane to cyclohexane_EtOAc=85:15) to afford title compound as a pale yellow solid (0.630 g, 2.149 mmol, 77% yield). MS/ESI+ 293.1-295.1 [MH]+, Rt=1.11 min (Method A).

90766-97-5 5-Bromo-6-phenylpyridazin-3(2H)-one 2767911, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; CHIESI FARMACEUTICI S.p.A.; BIAGETTI, Matteo; Capelli, Anna Maria; Guala, Matilde; (42 pag.)US2016/75710; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 1120-95-2

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

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

The boronate ester (19 g, crude) from Step F above, 3-chloro- pyridazine (4.8 g, 42 mmol), and cesium carbonate (21 g, 63 mmol) were suspended in DMF (120 mL) and water (30 mL). The mixture was purged with argon. 1,1′- Bis(diphenylphosphino)ferrocenedichloropalladium (240 mg, 0.33 mmol) was added to the mixture. The mixture was heated at 1000C for 2 hours. After cooling to room temperature, the reaction mixture was diluted with dichloromethane, and filtered through a pad of Celite. The filtrate was washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified by flash chromatography (98:1.8:0.2 to 95:4.5:0.5 dichloromethane/methanol/concentrated ammonium hydroxide) to give 5-(tert-butyldimethylsilyloxy)-2-methyl-8-(pyridazin-3-yl)-2, 3,4,5- tetrahydro-lH-benzo[c]azepine (4.7 g, 40% for 2 steps) as an oil. This oil was resolved using Chiralcel OD column (eluente :80 etaep:20 IPA:0.1 DEA) to give (+)- enantiomer (2.3 g, 98%, ([alpha]25D, +26.9 (C, 0.29 Methanol) and (-)-enantiomer (2.3 g, 98%, [alpha]25D, -23.2 (C, 0.28 Methanol)): 1H NMR (CDCl3, 300 MHz) delta 9.15 (d, J= 4.8 Hz, IH), 7.91-7.84 (m, 3H), 7.54-7.50 (m, 2H), 4.96 (t, J= 5.2 Hz, IH), 4.26-4.05 (m, IH), 3.85-3.73 (m, IH), 3.30-3.21 (m, IH), 2.97-2.91 (m, IH), 2.32 (s, 3H) 1.95- 1.85 (m, 2H), 0.91 (s, 9H), 0.097-0.085 (m, 6H); ESI MS m/z 370 [M+H]+.The boronate ester (5.5 g, crude) from Step F above, 3-chloro- pyridazine (2.0 g, ~16 mmol), and cesium carbonate (4.2 g, 13 mmol) were suspended in DMF (30 mL) and water (8 mL). The mixture was purged with argon. 1,1′- Bis(diphenylphosphino)ferrocenedichloropalladium (400 mg, 0.52 mmol) was added to the mixture. The mixture was heated at 1000C for 2 hours. After cooling to room temperature, the reaction mixture was diluted with dichloromethane, and filtered through a pad of celite. The filtrate was washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified by flash chromatography (98:1.8:0.2 to 95:4.5:0.5 dichloromethane/methanol/concentrated ammonium hydroxide) to give 5-(tert-butyldimethylsilyloxy)-2-methyl-8-(pyridazin-3-yl)-2, 3,4,5- tetrahydro-lH-benzo[c]azepine (1.3 g, 55% for 2 steps) as an brown oil: 1H NMR (CDCl3, 300 MHz) delta 9.15 (d, J= 4.8 Hz, IH), 7.91-7.84 (m, 3H), 7.54-7.50 (m, 2H), 4.96 (t, J= 5.2 Hz, IH), 4.20-4.10 (m, IH), 3.85-3.73 (m, IH), 2.97-2.91 (m, IH), 2.32 (s, 3H) d, J= 7.9 Hz, IH), 7.24 (d, J= 7.9 Hz, IH ), 4.82 (t, J= 4.9 Hz, IH), 3.64-3.61 (m, IH), 3.27-3.18 (m IH), 2.36 (s, 3H), 1.95-1.85 (m, 2H), 1.80-1.63 (m, 2H), 0.91 (s, 9H), 0.097-0.085 (m, 6H); ESI MS m/z 370 [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; AMR TECHNOLOGY, INC.; BRISTOL-MYERS SQUIBB COMPANY; WO2008/141082; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem