Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.286946-24-5,Methyl 3,6-dichloropyridazine-4-carboxylate,as a common compound, the synthetic route is as follows.

Example 71; Preparation of Compound 71; Step A; A solution of 3,6-dichloro pyridazine-4-carboxylic acid methyl ester (2.0 mmol, 0.41 g), diethylisopropyl amine (3.0 mmol, 0.52 mL) and piperazine-1- carboxylic acid te/t-butyl ester (2 mmol, 0.37 g) in dioxane (2 mL) was irradiated using microwave for 20 minutes at a temperature of 80 C. The reaction mixture was concentrated in vacuo, and the resulting residue was purified using flash column chromatography on silica gel (eluent: ethyl acetate) to provide compound 71 A as a yellow solid in quantitative yield. HPLC-MS RT= 1.9 min, mass calculated for formula C15H2ICIN4O4 356.13, observed LCMS m/z 357.1 (M+H).

286946-24-5, 286946-24-5 Methyl 3,6-dichloropyridazine-4-carboxylate 17861811, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SCHERING CORPORATION; WO2008/54749; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(6-Methoxy-pyridazin-3-yl)-methyl-amine : To a solution of 3-AMINO-6- methoxy-pyridazine (90 mg, 0.72 mmol) in THF (2 ml) at 0 C was added sodium hydride (44 mg, 1.08 mmol, 60 % oil dispersion), followed by methyl iodide (0.07 ml, 1.08 mmol). The mixture was stirred at 0 C for 1 h, then allowed to warm to room temperature and stirred for another 2 h. The reaction mixture was diluted with EtOAc (10 ml), washed with saturated NAHC03 aq. , brine, dried over NA2S04, filtered and concentrated by vacuum. The residue was purified by chromatography on silica gel with acetate and hexane (1: 2 to 1: 1) as eluent, yielding 6.0 mg of title compound (6.0 %). H NMR (CDC13) : 6.79 (d, J = 9.0 Hz, 1H), 6.68 (d, J = 10. 5 Hz, 1H), 4.29 (brs, 1H), 4.01 (s, 3H), 3.01 (d, J = 4. 8 Hz, 3H).

7252-84-8, As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

Reference£º
Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2005/3100; (2005); 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.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,65202-50-8

A solution of 6-chloro-pyridazine-3-carboxylic acid methyl ester in NaOMe in [MEOH] [(1M,] [10ML)] was refluxed on. [H20] was added and the mixture was extracted three times with DCM to give organic phase [I.] The combined organic phases I were dried and concentrated to give the title compound (40 mg, 10percent). The water phase was acidified with concentrated hydrochloric acid and extracted three times with DCM to give organic phase II. The combined organic phases II were dried and concentrated to give 6-methoxy-pyridazine-3-carboxylic acid (LC-MS [(M++1)] : 155) (230 mg, 65percent). A solution of 6-methoxy-pyridazine-3-carboxylic acid in thionyl chloride (6 ml) was refluxed for 3 h. The reaction was cooled to ambient temperature and evaporated to dryness. [MEOH] (10 ml) was added to the residue and the solution was stirred on at rt. Saturated [NAHC03] (aq) was added and the mixture was extracted three times with DCM. The combined organic phases were dried and concentrated to give the title compound (253 mg, 100percent). LC-MS [(M++1)] : 169.

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

Reference£º
Patent; ASTRA ZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14881; (2004); 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.141-30-0,3,6-Dichloropyridazine,as a common compound, the synthetic route is as follows.

Intermediate 141 ,1 -dimethylethyl 4-(6-chloro-3-pyridazinyl)-1 -piperazinecarboxylate In a microwave vial were mixed: 1 ,1 -dimethylethyl 1 -piperazinecarboxylate(135 mg, 0.725 mmol, available from Fluka), 3,6-dichloropyridazine (90 mg, 0.604 mmol, available from Alfa Aesar) and DIPEA (0.137 mL, 0.785 mmol) in Tert-Butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 100C for 20 mins then for 30 mins at 150C. The reaction mixture was partitioned between EtOAc (20mL) and water (20mL) and the organic layer washed with brine (20mL) before being dried through an hydrophobic frit and concentrated. The residue was dissolved in DCM and purified by SP4 on a 12+M silica cartridge using a gradient of 10-50% EtOAc in cyclohexane. The appropriate fractions were collected and concentrated to yield the desired product as a white solid, 1 ,1 -dimethylethyl 4-(6-chloro-3-pyridazinyl)-1 – piperazinecarboxylate (1 14.2 mg). LCMS (Method C): Rt = 0.85, MH+ = 299

141-30-0, 141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (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.5469-69-2,3-Amino-6-chloropyridazine,as a common compound, the synthetic route is as follows.

To a solution of 3-amino-6-chloropyridazine (19.2 g,148 mmol; CASNo. 5469-69-2) in EtOH (500 mL) was added 10% Pd catalyst on 1940 carbon (unreduced, 55% water). Triethylamine (50 mL) was added and the mixture was hydrogenated under 500 psi/mole for 1.9 h. The reaction was filtered and the ethanol was washed with aqueous NH4CI. The organic layer was concentrated to give pyridazin-3-amine as a white solid (11 g, 78% yield). MS (APCI 10V) AP+1 96.2. To a suspension of pyridazin-3-amine (5 g, 50 mmol) in THF (50 mL) and CH3CN (70 mL) was added pyridine (5.10 mL, 63.1 mmol) followed by phenyl chloroformate (6.95 mL, 55.2 mmol) slowly. The reaction was stirred overnight. The reaction was filtered to remove the precipitate. The filtrate was concentrated and then taken up in CH2CI2 which was washed with water. The organic layer was dried using SPE phase separators and concentrated. The residue was purified by silica gel column chromatography (0-5% MeOH/CH2CI2). An undesired side product eluted first followed by the title compound which was concentrated to give a white solid (7.5 g, 70% yield). MS (APCI 10V) AP+1 216.12; 1H NMR (400 MHz, DMSOd6) delta ppm 7.20 – 7.24 (m, 2 H) 7.25 – 7.28 (m, 1 H) 7.39 – 7.44 (m, 2 H) 7.64 – 7.69 (m, 1 H) 8.05 (dd, 1 H) 8.94 (dd, 1 H) 11.34 (s, 1 H).

5469-69-2, As the paragraph descriping shows that 5469-69-2 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2009/127948; (2009); 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.15456-86-7,4-Bromo-1,2-dihydropyridazine-3,6-dione,as a common compound, the synthetic route is as follows.

c) 3,4,6-Trichloropyridazine; This was prepared by a slight variation on the method of Kasnar et al, Nucleosides & Nucleotides (1994), 13(1-3), 459-79.Hydrazine sulphate salt (51 g) was suspended in water (250 ml), heated to reflux and bromomaleic anhydride (90.38 g) was added dropwise. The mixture was heated at reflux for 4 hours then cooled to room temperature. The reaction was repeated with 29 g hydrazine sulphate, 53 g bromomaleic anhydride and 130 ml water. The precipitates were collected by filtration, washed with water and acetone and dried as a combined batch in vacuo to afford 4-bromo-1,2-dihydro-3,6-pyridazinedione as a white solid (113 g). The solid in two batches was treated with phosphorus oxychloride (2¡Á200 ml) and heated to reflux for 3.5 hours. The mixture was cooled, evaporated and azeotroped with toluene. The residue was partitioned between dichloromethane and saturated aqueous sodium bicarbonate solution and extracted with DCM twice more. The organic extracts were dried and evaporated. This residue was re-dissolved in dichloromethane, and chromatographed on silica gel (300 g) (DCM as eluent) to give a white solid (101.5 g, 87%).(LC-MS analysis showed ca 20-30% impurity, isomers of bromo-dichloropyridazine).MS (+ve ion electrospray) m/z 184/185/186 (MH+), trichloropyridazine.MS (+ve ion electrospray) m/z 228/229/231 (MH+), bromo-dichloropyridazine.

15456-86-7, As the paragraph descriping shows that 15456-86-7 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; US2010/56502; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

90766-97-5,90766-97-5, 5-Bromo-6-phenylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromo-6-phenylpyridazin-3(2H)-one (1.522 g, 6.06 mmol) in DMF (90 mL) was added tert-buty 2-(((ls,4s)-4-(tosyloxymethyl)cyclohexyl)methoxy)acetate (2.50 g, 6.06 mmol), potassium 2-methylpropan-2-olate (1.360 g, 12.12 mmol) and 18-crown-6 (0.320 g, 1.212 mmol). The reaction was stirred at 40 0C for 16 h, quenched with water (40 mL), extracted with EtOAc (4 x 50 mL), and washed with brine. The combined organic phases were dried over MgSO4, filtered, and concentrated to give a brown oil. The brown oil was purified by silica gel column chromatography to give the title compound as a yellow oil (1.346 g). LCMS mlz = 491.3 [M+Eta]+; 1H NMR (400 M Hz, CDCl3) delta ppm, 1.37-1.64 (m, 17H), 1.80-1.90 (m, IH), 2.23 (bs, IH), 3.42 (d, J= 7.07 Hz, 2H), 3.94 (s, 2H), 4.17 (d, J = 7.71 Hz, 2H), 7.44-7.49 (m, 4H), 7.50-7.55 (m, 2H).

As the paragraph descriping shows that 90766-97-5 is playing an increasingly important role.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; HAYASHI, Rena; IBARRA, Jason B.; ULLMAN, Brett; ZOU, Ning; WO2010/77275; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Hydroiodic acid (250mL) was added to a mixture of 3, 6-dichloropyridazine (149g, 1 mol CAS:[135034-10- 5]) and Nal (180g, 1 .2mol) in 500mL of CHCI3. After the addition, the mixture was stirred at ambient temperature for 24h, and poured into water and extracted with dichloromethane three times. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give 3- chloro-6-iodopyridazine. H-NMR (400Mz, DMSO-d6) delta: 7.63 (d, 1 H), 8.16 (d, 1 H)., 141-30-0

The synthetic route of 141-30-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYNGENTA CROP PROTECTION AG; SYNGENTA (CHINA) INVESTMENT CO., LTD.; EDMUNDS, Andrew; HALL, Roger Graham; MUEHLEBACH, Michel; EMERY, Daniel; JUNG, Pierre Joseph Marcel; LU, Long; WU, Yaming; CHEN, Ruifang; (156 pag.)WO2016/169886; (2016); 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.54709-94-3,5-Methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.,54709-94-3

6-Oxo-l,6-dihydro-pyridazine-4-carboxylic acidThe title compound from Example 18.2 (0.90 g, 8.17 mmol) was stirred in concentrated sulfuric acid (13 mL) and heated to 45 0C. Potassium permanganate (3.6 g, 12.25 mmol) was added portion wise over 30 min to avoid letting the temperature rise. The reaction was allowed to stir for a further 30 min at 45 0C. The reaction was then cooled to r.t. and ice was added to the reaction mixture. The resulting precipitate was collected by vacuum filtration, washing with cold water and diethyl ether to give 0.978 g (87%) of the title compound as the a pale green solid. 1H NMR (300 MHz, CDCl3) delta 13.39 (br, IH), 8.12 (s, IH), 7.22 (s, IH).

54709-94-3 5-Methylpyridazin-3(2H)-one 327041, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ISAAC, Methvin; SLASSI, Abdelmalik; EDWARDS, Louise; DOVE, Peter; XIN, Tao; STEFANAC, Tomislav; WO2008/41075; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

51149-08-7,51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of a portion (10 g) of the material so obtained, concentrated sulphuric acid(10 drops) and anhydrous ethanol (50 ml) was heated to reflux for 24 hours. The mixture was evaporated and the residue was partitioned between ethyl acetate and water. The organic phasewas dried over magnesium sulphate and evaporated. The residue was dissolved in phosphorylchloride (70 ml) and the solution was heated to 70C for 2 hours. The resultant mixture wascooled to ambient temperature, poured onto a mixture of ice and water and extracted with ethylacetate. The organic layer was washed with a saturated aqueous sodium bicarbonate soluiton,dried over magnesium sulphate and evaporated. The residue was purified by columnchromatography on silica using a 4:1 mixture of petroleum ether (b.p 40-60C) and ethylacetate as eluent. There was thus obtained ethyl 3,6-dichloropyridazine-4-carboxylate as an oil (5.7 g); NMR Spectrum: (CDC13) 1.45 (t, 3H), 4.49 (q, 2H), 7.87 (s,1H); Mass Spectrum: M+H4 221.

As the paragraph descriping shows that 51149-08-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108707; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem