Tag: M.W:100-200

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;,
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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
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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;,
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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;,
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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;,
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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;,
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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;,
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17321-29-8, 3-Bromo-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of diisopropylamine(0.74 mL, 5.19 mmol) in THF (15 mL) was added butyl lithium (3.2 mL, 5.12 mmol) at 0 C. The resulting mixture was stirred was stirred for 15 min and the resulting LDA solution was cooled to -78 C . A solution of 3-bromo-6-methoxypyridazine (800mg, 4.23 mmol) in THF (5 mL) was added dropwise to the LDA solution. After 5 min DMF (0.4 mL, 5.17 mmol) was added and the mixture was stirred for lh at -15 C. The reaction mixture was quenched with sat aq. ammonium chloride solution (50 mL) and extracted with EtOAc. The combined organic layers were dried over sodium sulfate, filtered, concentrated under reduced pressure. Purified by flash column chromatography to give the desired product 6- bromo-3-methoxypyridazine-4-carbaldehyde 760 mg).

17321-29-8, As the paragraph descriping shows that 17321-29-8 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ARRINGTON, Kenneth, L.; BURGEY, Christopher; GILFILLAN, Robert; HAN, Yongxin; PATEL, Mehul; LI, Chun Sing; LI, Yaozong; LUO, Yunfu; LEI, Zhiyu; XU, Jiayi; WO2014/58747; (2014); A1;,
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6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6082-66-2, 3,4,6-Trichloropyridazine (12 g, 65.4 mmol) in acetic acid (45 mL) was heated at 130 C for two hours. After cooling to room temperature, the reaction mixture was poured into ice water (200 mL). The solid was collected by filtration to give 3.7 g of the title compound.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; HUBBARD, Robert Dale; MCDANIEL, Keith F.; PARK, Chang Hoon; PRATT, John K.; SOLTWEDEL, Todd; SUN, Chaohong; WANG, Le; WENDT, Michael D; WO2013/185284; (2013); 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.2166-31-6,6-Phenylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a solution of pyridazinone derivative [32-34] (0.5 mmol) in DMF (10 mL) was added 1-(chloromethyl) 3-nitrobenzene (0.52 mmol) and Cs2CO3 (0.55 mmol), the resulting reaction mixture was stirred at 40-50 C until no starting materials was detected by TLC (about 3 h). The solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), washed with brine (3 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was dissolved in 95% ethanol (50 mL) containing 10 mmol acetic acid. Iron powder (2 mmol) was added and the resulting mixture was stirred for 5 h. After cooled to room temperature, the reaction mixture was filtered through celite and the filter cake was washed with 95% ethanol (3 x 15 mL). The combined ethanol layers were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 x 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford the crude 2-aminobenzyl-6-substituted-pyridazin-3(2H)-ones, which were used without further purification. To a stirred solution of 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding piperidine (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane (15 mL) and washed with water (3 x 20 mL). The organic phases were separated, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography to afford the products., 2166-31-6

As the paragraph descriping shows that 2166-31-6 is playing an increasingly important role.

Reference£º
Article; Xing, Weiqiang; Fu, Yan; Shi, Zhangxing; Lu, Dong; Zhang, Haiyan; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 95 – 103;,
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