Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

EXAMPLE 55; 3-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-N-(2-methyl-6-(methylsulfonyl) pyridin-3-yl)-[l,2,4]triazolo[4,3-b]pyridazin-8-amineStep 1: 3,6-Dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4- amine [0394] A 100-mL round-bottom flask was charged with a solution of 2-methyl- 6-(methylsulfonyl)pyridin-3-amine (500 mg, 2.69 mmol) in tetrahydrofuran (50 mL), sodium hydride (269 mg, 11.2 mmol), and 3,4,6-trichloropyridazine (1 g, 5.49 mmol). The resulting solution was stirred for 16 hrs at room temperature. The reaction was then quenched with brine (50 mL), extracted with ethyl acetate (4×50 mL). Combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. This residue was purified by a silica gel column chromatography eluted with dichloromethane/ethyl acetate (2/1) affording 3,6-dichloro-N-(2-methyl-6-(methylsulfonyl)pyridin-3-yl)pyridazin-4-amine as pale yellow solid (0.75 g, 84%)., 6082-66-2

6082-66-2 3,4,6-Trichloropyridazine 95123, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

5469-70-5, To a solution of 6-Aminopyridazine in acetone is added a solution of MCPBA (1 equiv.) in acetone in one portion. The reaction mixture is allowed to stir at room temperature for 1 hour. The solvent is removed and ether is added to the residue. The solid is filtered and dried to yield the title compound.

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

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; VICURON PHARMACEUTICALS, INC; WO2006/127576; (2006); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1591827-16-5, Methyl 6-chloro-3-methoxypyridazine-4-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl 6-chloro-3-methoxypyridazine-4-carboxylate (2.0 g, 0.01 mol) in 20 mL of THF was added MeMgBr (7.4 ml, 0.022 mol) at -30 C under a nitrogen atmosphere. The resulting mixture was stirred at 0 C for 1 hr. After finished, the mixture was poured into water and acidified with sat. aq. NH4C1, extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate = 5: 1) to afford 2-(6-chloro-3-methoxypyridazin-4-yl)propan-2-ol (550 mg). MS (ESI): m/z 203, 205 (M+H)+., 1591827-16-5

The synthetic route of 1591827-16-5 has been constantly updated, and we look forward to future research findings.

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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

1. Intermediates Scheme 1: 3,4,6-trichloropyridazine CAS number 6082-66-2 Intermediate 1: 3,4-bis(Benzyloxv)-6-chloropyridazine Phenylmethanol (6.72 g, 62.2 mmol) was added dropwise to a suspension of sodium hydride (60 % suspension in mineral oil; 2.486 g, 62.2 mmol) in tetrahydrofuran (total volume: 100 ml) at room temperature. The resulting mixture was stirred for 1 hour and then cooled to 0 C before 3,4,6-trichloropyridazine (5.7 g, 31.1 mmol) was added portionwise over 10 minutes. The reaction was then allowed to warm to room temperature and stirred for 16 hours before being poured into water and extracted with ethyl acetate (twice). The organic layer was washed with brine, dried (magnesium sulphate) and evaporated. The residue was purified by silica chromatography (eluting with 5-20 % ethyl acetate in petrol containing 5 % tetrahydrofuran) to yield 3,4- bis(benzyloxy)-6-chloropyridazine (4.0 g, 12.24 mmol, 39.4 % yield) as the major product. ? NMR (400 MHz, DMSO-d6): delta ppm 7.31 – 7.52 (m, 1 1 H) 5.51 (s, 2 H) and 5.31 (s, 2 H).

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FARNABY, William; FIELDHOUSE, Charlotte; HAZEL, Katherine; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; WO2013/27000; (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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

To 5-chloro-N2-(3-methylimidazo[1,2-c]pyrimidin-7-yl)-N4-(piperidin-4-yl)pyrimidine-2,4-diamine (30.4 mg, 0.085mmol)And Et3N (135.2 mg, 1.34 mmol)In EtOH (10mL) solution6-chloropyridazine-3-carbonitrile (24.2 mg, 0.173 mmol).The reaction system was stirred at room temperature overnight.After completion of the reaction, the reaction was quenched with water (30 mL)The combined organic layers were washed with brine (50 mL)Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1 / 20).The title compound was obtained as a beige solid (27.7 mg, yield 70.8%)., 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Preparation of 3-(4-(benzyloxy)cyclohexyloxy)-6-bromopyridazine To a stirred suspension of 4-(benzyloxy)cyclohexanol (50.0 mg, 0.242 mmol) and KO’Bu (40.8 mg, 0.364 mmol) in THF (3.00 mL) was added 3,6-dibromopyridazine (115 mg, 0.485 mmol) at room temperature. The reaction mixture was stirred at 70 C. for 15 hours. The residue was diluted with EtOAc and washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=3:1) to give the desired product as a white solid. 1H-NMR (400 MHz, CDCl3) delta 1.58 (3H, m), 1.78 (2H, m), 2.04 (2H, m), 2.23 (1H, m), 3.46, 3.57 (1H, m), 4.55 (2H, s), 5.27, 5.36 (1H, m), 6.81 (1H, m), 7.26-7.37 (5H, m), 7.45 (1H, m). LC-MS Calcd. 362.06, Found 362.80 [M+H]+., 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; CHEMIZON, A DIVISION OF OPTOMAGIC CO., LTD.; US2012/53180; (2012); 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

35857-89-7, 3-(4-(4-(6-cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxymethyl-oxazolidin-2-one 3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride (6.63 g, 20 mmol) was suspended by stirring in acetonitrile (200 ml) under nitrogen, and triethylamine (4.44 g, 44 mmol) added. The mixture was stirred for 10 minutes, 3-chloro-6-cyanopyridazine (2.79 g, 20 mmol) added, and the mixture heated under reflux for 18 hours. After cooling, solid was filtered, washed with water (3*150 ml) and diethyl ether (2*150 ml) to give the title product (6.3 g). MS (ESP): 398 (MH+) for C20H20FN5O3 NMR (DMSO-d6) delta: 3.03 (t, 4H); 3.54 (m, 1H); 3.63 (m, 1H); 3.78 (t overlapping m, 5H); 4.03 (t, 1H); 4.66 (m, 1H); 5.18 (t, 1H); 6.97 (d, 1H); 7.07 (t, 1H); 7.20 (dd, 1H); 7.53 (dd, 1H); 7.85 (dd, 1H); 8.49 (d, 1H).

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Syngenta Limited; US2003/144263; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

54709-94-3,54709-94-3, 5-Methylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 306-Oxo-1,6-dihydro-pyridazine-4-carboxylic acid To a stirred solution of the title compound of Example 29 (4.4 g, 40 mmol) in concentrated sulphuric acid (80 mL), potassium dichromate (18 g, 61 mmol) was added in small quantities at 50-60 C. as a finely ground powder. The starting material was added to the mixture within 20 min. Stirring was continued for a further 10 min at 60 C., then the viscous green mixture was poured on crushed ice. The solid powder, which separated, was collected, washed with cold water and dried to give the title compound (4.5 g, 77%).1H NMR (400 MHz, (CD3)2SO): delta (ppm) 7.22 (s, 3H), 8.13 (s, 1H), 13.38 (s, broad, 1H).

As the paragraph descriping shows that 54709-94-3 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/259862; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

14161-11-6, 3,4,5-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 4-Aminopyridazine A solution of 10.1 grams (0.055 mole) of 3,4,5-trichloropyridazine in 100 ml of absolute ethanol, in a 200 ml pressure bottle, was cooled to 0 C. and saturated with ammonia gas. The bottle was sealed and the reaction mixture stirred at ambient temperature for 4 days. The reaction mixture was purged with nitrogen for 2 hours then filtered to remove ammonium chloride. The filter cake was washed with anhydrous ethanol. The filtrate and washed were placed in a Parr hydrogenation bottle and 5.2 grams (0.13 mole) of sodium hydroxide and 0.6 gram of 10% palladium on charcoal were added. The volume of the mixture was brought to 200 ml with absolute ethanol. The mixture was hydrogenated for 4 hours using a Parr hydrogenator, during which time the theoretical amount of hydrogen was taken up. The hydrogenation bottle was purged with nitrogen and the reaction mixture was filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to a residue. The residue was dried under reduced pressure at ambient temperature for several hours. The residue was triturated with 250 ml of ethyl acetate, and the mixture allowed to stand for 7 days under anhydrous conditions. The mixture was filtered to collect a solid. The solid was dried under reduced pressure at 40 C. to give 3.9 grams of 4-aminopyridazine. The nmr spectrum was consistent with the proposed structure., 14161-11-6

14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; FMC Corporation; US4735650; (1988); 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.187973-60-0,6-Iodopyridazin-3-amine,as a common compound, the synthetic route is as follows.

Reference Example 54 Production of (6-iodoimidazo[1,2-b]pyridazin-2-yl)methanol To a solution of 3-amino-6-iodopyridazine (2.0 g, 9.0 mmol) in ethanol (40 mL) was added 3-chloro-2-oxopropyl acetate (2.73 g, 18.1 mmol), and the mixture was heated under reflux for 24 hr. After cooling the mixture to room temperature, saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the residue was collected by filtration and washed with ethyl acetate/hexane to give the title compound (498 mg, 20%) as a white powder. 1H-NMR (DMSO-d6, 300 MHz) delta 4.62 (2H, d, J=5.6 Hz), 5.33 (1H, t, J=5.6 Hz), 7.49 (1H, d, J=9.3 Hz), 7.80 (1H, d, J=9.3 Hz), 8.14 (1H, s).

187973-60-0, The synthetic route of 187973-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/137595; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem