Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1632-76-4,3-Methylpyridazine,as a common compound, the synthetic route is as follows.

EXAMPLE 69 STR99 Preparation of 3-methyl-6-cyanopyridazine To a stirring solution of 3-methylpyridazine (11 g, 118 mmol) in dichloromethane (200 mL) was added AlCl3 (0.05 g) followed by trimethylsilylcyanide (21 g, 211 mmol). After 20 min, a solution of p-toluenesulfonyl chloride (38 g, 201 mmol) in dichloromethane (50 mL) was added via addition funnel and the solution continued to stir overnight. The next morning, the solvent was removed in vacuo and the residue was suspended in ethanol with stirring for 15 min and then filtered to give a white solid. The solid was dissolved in tetrahydrofuran (200 mL) and to this stirring solution was added 1,8-diazabicyclo[5.4.0]undec-7-ene (16 mL, 105 mmol). After 1 h, the solvent was removed in vacuo and the residue was partitioned between hexanes and saturated aqueous NH4 Cl. The phases were separated and the aqueous phase was basified with solid Na2 CO3, then extracted three times with ethyl acetate. The combined ethyl acetate phases were dried (MgSO4), filtered and concentrated in vacuo to give 9 g (64percent) of white solid., 1632-76-4

As the paragraph descriping shows that 1632-76-4 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5707966; (1998); A;,
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Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 6 A suspension of 0.508 g (4.44 mmol) of compound 17 and 0.338 g (4.44 mmol) of thiourea in 18 mL of ethanol was heated at 90C for 2 h. After this time, the reaction mixture was cooled to room temperature and concentrated. To the residue was added 30 mL of water, followed by 0.235 g (2.22 mmol) of sodium carbonate and the resulting solution was extracted with four 25 mL portions of methylene chloride. The combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 0.34 g (68%) of compound 18 as a dark-yellow solid: MS: Calcd. for C4H5N2S (MH+), m/z = 113.0; found 113.0. Retention time: 1.56 min., 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WU, Wen-Lian; BURNETT, Duane, A.; WO2013/36464; (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.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;,
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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;,
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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;,
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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;,
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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;,
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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