Month: March 2022

1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1352925-63-3, To a glass lined reactor were charged toluene (0 26 kg), sulfolane (3.4 kg), Compound 1 (1.0 kg) and PQCh (2.7 kg). The crude was cooled to 0 C. Triethylamine (0.89 kg) was charged, and the resulting crude mixture was heated to 65 C and aged till the reaction reached completion. The reaction mass was cooled to 5 C. In a separate reactor, water (7.5 kg) was charged and cooled to 5 C The reaction mass was added slowly to the water solution, maintaining the internal temperature below 5 C. Additional water (0 5 kg) was used to rinse the reactor and aid the transfer. The resulting mixture was agitated at 5 C for 3 hours, then extracted with MTBE three times (3 x 4 5 kg). The combined organic layers were washed sequentially with aqueous pH 7 buffer solution (5.0 L/kg, 15 wt% KH2PO4/K2HPO4) and ‘ater (2.5 kg). The erode was distilled under vacuum until total volume became approximately 3 L/kg ACN (2 x 6 3 kg) was added followed by additional distillations back to -3 L/kg. The crude was cooled to 20 C to afford Compound 2 as a 30-36 wt% solution in 90-95% yield.

The synthetic route of 1352925-63-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; ROBERTS, Daniel Richard; (0 pag.)WO2019/232138; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1834-27-1, 6-Chloro-4-methylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate VIII6-Chloro-2,4-dimethyl-2H-pyridazin-3-one Methyl iodide (1.3 mL) was added to a mixture of 6-chloro-4-methyl-2H-pyridazin-3-one (2.70 g) and K2CO3 (3.40 g) in N,N-dimethylformamide (27 mL). The resulting mixture was stirred at ambient temperature overnight. Then, water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water and brine and dried (MgSO4). After removal of the solvent, the title compound was obtained as a solid.Yield: 2.97 g (100% of theory); Mass spectrum (ESI+): m/z=159/161 (Cl) [M+H]+., 1834-27-1

1834-27-1 6-Chloro-4-methylpyridazin-3(2H)-one 164886, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/108578; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

36725-28-7, 6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 16 (R)-5-Methyl-6-[4-(4-oxo-1,4-dihydropyridin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone A mixture of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (100 mg), 4H-pyran-4-one (52 mg) and hydrochloric acid (0.1N, 1 ml) in water (1.3 ml) was stirred under reflux under nitrogen for 3 hours. Aqueous ammonia (880, 0.01 ml) was added to the cooled reaction mixture to afford the title compound which was collected, washed with water and dried, 91 mg, m.p. 257-8 C. (softens 120 C.), [alpha]D25 =-369.5 (1.07% in dimethylformamide)., 36725-28-7

The synthetic route of 36725-28-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Smith Kline & French Laboratories Limited; US4906628; (1990); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0177j A mixture 5-5 (3.38 g, 18.3 mmol) in POC13 (35 ml) was heated at 95 C for 5 hr.The excess POC13 was removed under vacuum, to the residue ice was added followed byethyl acetate. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, and concentrated to give compound 5-6 as an oil (3.27 g), 1352925-63-3

As the paragraph descriping shows that 1352925-63-3 is playing an increasingly important role.

Reference：
Patent; PORTOLA PHARMACEUTICALS, INC.; XU, Qing; SONG, Yonghong; PANDEY, Anjali; WO2015/123453; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

65632-62-4,65632-62-4, (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: Preparation of l-(phenylmethyl) hydrogen tetrahydro-2-nitrosopyridazine-1 ,(35)(2H)-dicarboxylateA solution of sodium nitrite (1.03 g, 15.0 mmol) in 8 rnL of water was added dropwise over 10 minutes to a suspension of l-(phenylmethyl) hydrogen tetrahydropyridazine-l,(35)(2H)-dicarboxylate (2.64 g, 10.0 mmol; prepared as described inCoats et al. J. Org. Chem. 2004, 69, 1734) in 1 N hydrochloric acid (30 mL) at 4 0C. After3.5 h the reaction mixture was diluted with ethyl acetate (40 mL), and the layers were separated. The aqueous layer was extracted with ethyl acetate (2 X 20 mL), and the combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give 3.14 g of the title compound as a yellow oil. This compound was carried on without further purification or characterization.

The synthetic route of 65632-62-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; WO2009/76440; (2009); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1834-27-1,6-Chloro-4-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

A solution of 6-chloro-4-methylpyridazin-3-ol (Intermediate X17; 0.50 g, 3.4 mmol) in DCM (20 mL) was treated with (5-(methoxycarbonyl)-2-methylphenyl)boronic acid (1.0 g, 5.2 mmol), Cu(OAc)2 (1.2 g, 6.9 mmol), pyridine 1-oxide (327 mg, 3.44 mmol) and pyridine (1.1 g, 14 mmol). The resulting mixture was stirred at ambient temperature open to the atmosphere for one overnight. The reaction mixture was diluted with DCM (100 mL) and washed with water (2 x 30 mL). The organic extracts were dried over anhydrous Na2SO4(), filtered and concentrated under vacuum. The crude residue was purified by silica gel flash chromatography (2-55% EtOAc/hexane as the gradient eluent) to afford the title compound (2.99 g, 99% yield). MS (apci) m/z = 293.0 (M+H), 295.0 [(M+H)+2] (with Cl pattern)., 1834-27-1

As the paragraph descriping shows that 1834-27-1 is playing an increasingly important role.

Reference：
Patent; ARRAY BIOPHARMA, INC.; ANDREWS, Steven W.; BLAKE, James F.; COOK, Adam; GUNAWARDANA, Indrani W.; HUNT, Kevin W.; METCALF, Andrew T.; MORENO, David; REN, Li; TANG, Tony P.; (263 pag.)WO2017/70708; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 5000 ml rb flask, ethyl 4,6-dihydroxypyridazine-3-carboxylate (200 g, 1086 mmol) was dissolved in THF (2000 mL), methanol (1000 mL) and water (800 mL). LiOH (137 g, 3258 mmol) was added slowly at rt and stirred at rt for 3-4 hr. The starting material was gone. The solvent was removed at 50 C. under reduced pressure to afford a yellow solid. The solid was acidified with aqueous HCl solution (400 ml) (1:1 ratio) at 0 C. and stirred at rt for 30-40 minutes. The solid was filtered and washed with water. It was then dried under vacuum for 1-2 hr. This solid was taken into 300 ml of methanol:DCM (2:8) and stirred at rt for 20-25 minutes. The mixture was filtered and the solid was washed with methanol and dried under vacuum for 1 hr. The desired product was obtained as a yellow solid, 4,6-dihydroxypyridazine-3-carboxylic acid (153 g, 951 mmol, 88% yield). MS (M+1) m/z: 156.9 (MH+). LC retention time 0.31 min [A]. 1H NMR (400 MHz, deuterium oxide) delta 6.00-5.34 (m, 1H), 4.75 (s, 7H), 1352925-63-3

As the paragraph descriping shows that 1352925-63-3 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Chunjian; Yang, Michael G.; Xiao, Zili; Chen, Ling; Moslin, Ryan M.; Tokarski, John S.; Weinstein, David S.; (84 pag.)US2019/152948; (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.57041-95-9,6-Aminopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

57041-95-9, A mixture of 6-aminopyridazin-3-ol (2 g, 18.00 mmol), NaOH (0.720 g, 18.00 mmol) and Mel (1.126 mL, 18.00 mmol) was stirred for 2.5 hr at 85 00 under Ar. The reaction mixture was concentrated. The crude material was purified by silica gel column chromatography (NH3 1% ICH2CI2/MeOH 4-7%) to afford the title product (538 mg, 4.30 mmol, 24 % yield) as a yellowsolid. tR: 0.25 mm (LC-MS 2); ESI-MS: 126 [M+H] (LC-MS 2); R = 0.36 (CH2CI2/MeOH 9:1).

The synthetic route of 57041-95-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191896; (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.147362-88-7,N-(6-Chloropyridazin-3-yl)pivalamide,as a common compound, the synthetic route is as follows.

A flask was charged with N-(6-chloro-pyridazin-3-yl)-2,2-dimethyl-propionamide (Turck. Alain; PIe, Nelly; Ndzi, Bruno; Queguiner, Guy; Haider, Norbert Schuller, Herbert; Heinisch, Gottfried. Tetrahedron. 1993, 49, 599-606.) (500 mg, 2.34 mmol), Pd(PPh3)4 (811 mg, 0.701 mmol), and Zn(CN)2 (192 mg, 1.64 mmol) and placed under a nitrogen atmosphere. DMF (25 mL) was added to the flask and the reaction mixture was heated at 100 oC for 2.5 h. The reaction mixture was cooled and poured into H2O (100 mL) and EtOAc (100 mL), An emulsion formed and the mixture was filtered through a short plug of celite and then the layers were separated. The organic layer was washed with H2O (100 mL), dried (MgSO4), filtered, concentrated, and purified by chromatography (loaded with CH2CI2, eiuted with a gradient of 10-30% EtOAc in hexanes) to provide 329 mg of N-(6-cyano-pyridazin-3-yl)- 2,2-dimethyl-propionamde as a pale yellow solid. MS: (M+) 205. 1H NMR (400 MHz, CDCl3): delta 8.71 (bs, 1), 8.65 (d, 1, J = 9.3), 7.80 (d, 1, J = 9.3), 1.36 (s, 9)., 147362-88-7

The synthetic route of 147362-88-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2007/34278; (2007); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.446273-59-2,3-Amino-4-bromo-6-chloropyridazine,as a common compound, the synthetic route is as follows.

4-bromo-6-chloro-pyridazin-3-amine (3.0 g, 14.4 mmol) and (0298) tetrakis(triphenylphosphine)palladium (1666 mg, 144 muiotaetaomicron) were suspended in THF (13.2 g) and a solution of zinc chloride in Me-THF (2.0 M, 9 mL, 18 mmol) was added. The reaction mixture was cooled to -5C and methyllithium in diethoxymethane (3.1 M, 11.6 mL, 36 mmol) was added. The reaction mixture was stirred at 45C for 4 hours. Sodium sulfate decahydrate (11.7 g, 36 mmol) was added at room temperature, the mixture was stirred 1.5 hours at 60C, diluted with water (100 mL) and after 30 minutes the precipitate was filtered off. The precipitate was dissolved in aqueous HC1 2M (100 mL) and ethyl acetate (140 mL). The biphasic system was filtered, the phases were separated and the pH of the water layer adjusted to 7 with aqueous NaOH 32% (18 mL). The precipitate was filtered and dried. The solid obtained was digested twice in methanol (20 mL) at room temperature. The two filtrates were combined, evaporated and dried under high vacuum to afford 6-chloro-4-methyl-pyridazin-3-amine (1.2 g, 58.1%) as a red solid. (0299) -NuMuRhonu (CDCb, 600 MHz): 7.09 (d, 1H); 4.90 (br s, 2H), 2.17 (d, 3H), 446273-59-2

446273-59-2 3-Amino-4-bromo-6-chloropyridazine 22024419, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ADAM, Jean-Michel; FANTASIA, Serena Maria; FISHLOCK, Daniel Vincent; HOFFMANN-EMERY, Fabienne; MOINE, Gerard; PFLEGER, Christophe; MOESSNER, Christian; (73 pag.)WO2019/57740; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem