Month: August 2020

15456-86-7, 4-Bromo-1,2-dihydropyridazine-3,6-dione is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15456-86-7

b) 4-Bromo-3,6-dichloropyridazine A solution of 4-bromo-1,2-dihydropyridazine-3,6-dione (10 g, 52 mmol) in phosphorus oxychloride (100 ml) was stirred and heated at 100 C. under nitrogen for 16 hours. Upon cooling the excess phosphorus oxychloride was removed in vacuo. The residue was azeotroped with toluene (*2), then taken up in dichloromethane/water, The mixture was carefully basified with sodium hydrogen carbonate (solid). It was necessary to dilute the mixture further two get two clear layers. The two layers were separated and the aqueous was extracted with dichloromethane (*3). The combined extracts were dried (Na2SO4), filtered and evaporated. The residue was purified by chromatography on silica gel, eluding with dichloromethane to afford the title pyridaziyze (5.0 g, 42%) as a colourless solid. 1H NMR (250 MHz, CDCl3) 7.68 (br s). MS (ES+) 230 [MH]+, 228 [MH]+.

The synthetic route of 15456-86-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US6319924; (2001); 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.,1837-55-4

(0606) [1,1 ‘-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloromethane (0.27 g, 0.33 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.39 g, 0.67 mmol) and Cs2C03( 13 g, 40.3 mmol) in dry toluene (65 mL) were heated at 40 C for 15 min while N2 was bubbling. Then, tert-butyl carbamate (3.1 g, 26.8 mmol) and 3,5- dichloropyridazine (CAS 1837-55-4, 2.5 g, 13.4 mmol) were added while N2 was bubbling. The mixture was stirred at 80C for 16 h. The mixture was diluted with H20 and extracted with EtOAc. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane, from 0/100 to 50/50). The desired fractions were collected and the solvents evaporated in vacuo to yield intermediate 111 (1.4 g, 45%) and intermediate 112 (0.46 g, 15%) as white solids.

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DELGADO-JIMENEZ, Francisca; DE LUCAS OLIVARES, Ana Isabel; VEGA RAMIRO, Juan, Antonio; (224 pag.)WO2019/243531; (2019); 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.,1837-55-4

A suspension of 3,5-dichloropyridazine (0.400 g, 2.68 mmol), methyl 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxa-borolan-2-yl)thiophene-2-carboxylate (0.720 g, 2.68 mmol) and KF (0.3909, 6.71 mmol) in toluene (15mL) and water (3 mL) was degassed with Ar for 10 mi Palladium(ll) acetate (0.030 g, 0.13 mmol) and1,2,3,4,5-pentaphenyl-1?-(di-ted-butylphosphino)ferrocene (0.095 g, 0.13 mmol) were added and the mixture was degassed with Ar for 3 more mm, then heated at 70 C for 18 h. The mixture was filteredover Celite. The filtrate was concentrated under reduced pressure and purified by FC (EtOAc/heptane1:19 -* 2:3) to obtain methyl 5-(6-chloropyridazin-4-yl)thiophene-2-carboxylate (0.300 g, 85%, w/w, 1.00mmol, 37%). LCMS: cal for [M+HJ = 254.99, fd 255.0.

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; RATCLIFFE, Paul; CRAAN, Tobias; HERTRAMPF, Thorsten; LESCH, Bernhard; STEINHAGEN, Henning; (70 pag.)WO2015/161924; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

27372-38-9, 6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,27372-38-9

To a solution of 11 (568 mg, 4.00 mmol) in glacial acetic acid (2.0 mL) was vigorously stirred at slight boiling temperature, then bromine (230 muL, 4.50 mmol) was added via dropping funnel. When all of the bromine had been introduced, water (2.0 mL) was added and the reaction mixture was heated under reflux temperature overnight. After cooling to room temperature, the precipitate was filtrated, and then dried to give crude product 12 without further purification. The average yield of acid which precipitated was 334.1 mg (60.0%). Mp: 258.4-258.6 C (Ref. melting point 257 C [55]).

The synthetic route of 27372-38-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Qian, Hai-Yan; Wang, Zhi-Long; Xie, Xiao-Yu; Pan, You-Lu; Li, Gang-Jian; Xie, Xin; Chen, Jian-Zhong; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 598 – 611;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

The mixture of pyridazine (l -Im-8, l eq), TMSCN (1.8eq) and A1C13 (O.O l eq) in dry DCM was stirred for lh under Ar at 0 C, then TosCl (1.72 eq) was added. The resulting mixture was stirred for 48h under Ar at rt. The solvent was removed under reduced pressure, then the residue was treated with EtOH and the reaction was filtered give a solid. The solid was added to dry THF, then DBU (1.2eq) was added to the mixture. The mixture was stirred for 2 h under Ar at rt, then aqueous NH4CI was added and the mixture was extracted with EtOAc, the organic layer was dried with Na2S04, concentrated and the residue was purified by silica column chromatography to give pyridazine-3-carbonitrile (compound 2-Im-8).

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

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; GALEMMO, Robert, A., Jr.; ARTIS, Dean, Richard; YE, Xiaocong, Michael; AUBELE, Danielle, L.; TRUONG, Anh, P.; BOWERS, Simeon; HOM, Roy, K.; ZHU, Yong-Liang; NEITZ, R., Jeffrey; SEALY, Jennifer; ADLER, Marc; BEROZA, Paul; ANDERSON, John, P.; WO2011/79114; (2011); A1;,
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,289-80-5

The synthesis of 3 was similar to that of complex 1, but pyromellitic acid (H4pma) was used instead of H3btc. And clear yellowish crystals of 3 were obtained in 81% yield based on Ag. Elemental analysis: Anal. Calc. for Ag2C9H5N2O4: C, 25.684; H, 1.197; N,6.656. Found: C, 25.59; H, 1.28; N, 7.06%. Selected IR peaks (cm1): 3410 (m), 3072 (w), 3010 (w), 1576 (s), 1481 (m), 1411 (s), 1315 (m), 1264 (m), 1131 (m), 1054 (w), 972 (m), 920 (w), 857 (m), 805 (m), 767 (m), 670 (m), 576 (w), 525 (m), 435(m).

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

Reference£º
Article; Wang, Dan-Feng; Zhang, Ting; Dai, Si-Min; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 423; PART A; (2014); p. 193 – 200;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,372118-01-9

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (414 mg, 2.00 mmol)And 5- (methylthio) pyridin-2-amine (280 mg, 2 mmol) were dissolved in ethanol (3 mL), heated at 120 C in a microwave reactor, and stirred for 3 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 50/1 to 1/1),The target product 6-chloro-4-((5- (methylthio) pyridin-2-yl) amino) pyridazine-3-carboxylic acid methyl ester 14a (120 mg, yellow oil) was obtained,Yield: 19%.

The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,372118-01-9

Step 1: To a solution of methyl 4,6-dichloropyridazine-3-carboxylate (2.05 g, 9.9 mmol) in CH3CN (26 mL) was added a solution of methyl 2-sulfanylacetate (0.90 mL, 10.0 mmol) in CH3CN (8.5 mL) dropwise at 0 C. Upon completion of addition, Et3N (1.40 mL, 10.0 mmol) was added dropwise. The reaction stirred at 0 C for 15 min. After 15 min, an additional portion of Et3N (1.40 mL, 10.0 mmol) was added and the mixture was allowed to warm to room temperature and stirred overnight. The reaction was diluted with water and concentrated. The mixture was acidified with 4N HC1 to pH ~ 3 and the bright yellow solution turned colorless and a white precipitate was formed. The solid was collected by filtration and washed with water to afford methyl 3-chloro-7-hydroxy-thieno[3,2-c]pyridazine-6-carboxylate (2.26 g, 93.1% yield) as white solid. MS m/z 245.1 [M+H]+.

The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PTC THERAPEUTICS, INC.; SYDORENKO, Nadiya; ALAM, Md Rauful; ARNOLD, Michael A.; BABU, Suresh; BHATTACHARYYA, Anuradha; CHEN, Guangming; GERASYUTO, Aleksey I.; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; WOLL, Matthew G.; YAN, Wuming; ZHANG, Nanjing; (0 pag.)WO2020/5873; (2020); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

50901-46-7, 1-(Pyridazin-4-yl)ethanone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,50901-46-7

To 1-pyridazin-4-ylethanone (0.230 g) was added 1 , 1-dimethoxy-/V,/V-dimethyl-nnethanannine (0.275 ml_) and the mixture was heated at reflux for 1 hour, cooled to room temperature and allowed to stand overnight. The combined organic layers were concentrated and purified by silica gel chromatography eluting with 0 to 50% acetonitrile in dichloromethane to afford (E)-3-(dimethylamino)-1-pyridazin-4-yl- prop-2-en-1-one as an orange solid. (0933) NMR (400MHz, CDCIs) 9.57 – 9.53 (m, 1 H), 9.32 (dd, 1 H), 7.92 (d, 1 H), 7.84 (dd, 1 H), 5.66 (d, 1 H), 3.24 (s, 3H), 3.00 (s, 3H)

The synthetic route of 50901-46-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; SCUTT, James, Nicholas; WILLETTS, Nigel, James; SONAWANE, Ravindra; PHADTE, Mangala; KANDUKURI, Sandeep, Reddy; SASMAL, Swarnendu; ARMSTRONG, Sarah; MCGRANAGHAN, Andrea; (155 pag.)WO2019/185875; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

2-[6-((1R,2R)-1-Benzyl-2-ethoxycarbonyl-2-hydroxy-ethylcarbamoyl)-pyridazin-3-yl]-benzoic Acid Ethyl Ester (R1=-OCH2CH3; R41=-CH7CH3) 6-Chloropyridazine-3-carboxylic acid (71 mg, 440 mmol, 1.0 eq.), K2CO3 (185 mg, 1.3 mmol, 3.0 eq.), and 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid ethyl ester (148 mg, 535 mmol, 1.2 eq.) were combined with EtOH (1 mL) and water (0.3 mL). The mixture was stirred, and the reaction vessel was capped, placed under vacuum and purged with nitrogen. SilicaCat DPP-Pd (280 mumol/g loading; 286 mg, 80.2 mmol) was added. The vessel was recapped and microwaved at 100 C. for 20 minutes. The solvent was removed and the product filtered. The pH was adjusted to ~4 with 1N HCl. HATU (136 mg, 356 mmol, 0.8 eq.), DIPEA (233 mL, 3.0 eq.), and (2R,3R)-3-amino-2-hydroxy-4-phenyl-butyric acid ethyl ester (99.5 mg, 446 mmol, 1.0 eq.) were combined in DCM (2 mL) and stirred for 2 hours. AcOH was added and the product was purified by preparative HPLC to yield the title compound as a TFA salt (1.8 mg, 95% purity). MS m/z [M+H]+ calc’d for C26H27N3O6, 478.19. found 478.

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

Reference£º
Patent; THERAVANCE, INC.; US2012/309724; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem