New learning discoveries about 14161-11-6

As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of of 3 ,4,5-trichloropyridazine (0.276 g, 1.506 mmol), 4-(3 -fluorophenyl)piperidine (0.27 g, 1.506 mmol), and potassium carbonate (0.437 g, 3.16 mmol) in dioxane (10 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (2.73 ml, 30.1 mmol) was added. The mixture was heated to reflux for an additional 16 h.The reaction was diluted with ethyl acetate and water. The ethyl acetate layer waswashed with water, dried over magnesium sulfate, and concentrated to give 4-chloro-5-(4-(3 -fluorophenyl)piperidin- 1 -yl)-3 -hydrazinylpyridazine (0.25 g, 52%). LCMS:Rt = 1.940 mm, 26%, (M-H) = 320, (M+H) = 322., 14161-11-6

As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 14161-11-6

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,4,5-trichloropyridazine (0.250 g, 1.363 mmol), 4-(3- methoxyphenyl)piperidine (0.26 1 g, 1.363 mmol), and potassium carbonate (0.3 96 g, 2.86 mmol) in dioxane (10 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (2.469 ml, 27.3 mmol) was added. The mixture was heated to reflux for 16 h. The mixture was heated to reflux for an additional 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water, dried over magnesium sulfate, and concentrated to give 4-chloro-3-hydrazinyl- 5-(4-(2-methoxyphenyl)piperidin-1-yl)pyridazine as a brown oil oil that was usedwithout purification. LCMS: Rt = 0.77 mm, 22%, (M+H) = 334.

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; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 14161-11-6

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

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

PREPARATION 41 3,5-Dichloro-4-(1-methylethylamino)pyridazine A solution of 3,4,5-trichloropyridazine (9.2 g) and isopropylamine (16.5 g) in toluene (25 ml) is refluxed for 18 hr. Excess isopropylamine is removed by atmospheric distillation. The residual solution is cooled and diluted with dichloromethane and aqueous sodium hydroxide solution (5%). The phases are separated. The organic phase is washed with water and then with saline. The organic phase is dried over sodium sulfate and concentrated under reduced pressure to give a liquid which contains a mixture of isomeric products. The isomers are separated by flash chromatography on silica gel eluding with ether/hexane (30/70). The appropriate fractions are pooled and concentrated to give the desired isomer, NMR (CDCl3) 1.33, 4.59, 4.87 and 8.60delta; CMR (CDCl3) 24.2, 46.4, 117.1,139.3, 145.5 and 151.3 delta. Further elution gives 3,4-dichloro-5-(1-methylethylamino)pyridine which is recrystallized from ether hexane, NMR (CDCl3) 1.35, 3.87, 4.80, and 8.55 delta; CMR (CDCl3) 22.6, 44.7, 116.5, 136.3, 142.5 and 153.4 delta., 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; The Upjohn Company; US5599930; (1997); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 14161-11-6

14161-11-6, The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 4-(2-(difluoromethoxy)-3,6- difluorophenyl)piperidine (0.57 g, 2.165 mmol), 20% aqueous potassium carbonate (2.72 ml, 4.33 mmol) and 3,4,5-trichloropyridazine (0.397 g, 2.165 mmol) in dioxane (10 ml) was stirred at 90C for 2h. Hydrazine hydrate (0.799 g, 15.96 mmol) was added and the reaction mixture was stirred at 90 C for 16 h. The mixture was concentrated and the residue was diluted with ethyl acetate and saturated aqueous sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (4x 10 ml). The combined organic layers were washed with additional saturated aqueous sodium bicarbonate, and was used for next step. An aliquot was purified by Prep. HPLC on a Phenomenex-Luna 30 x 100mm S10 Axia column, using 20-80% methanol/water containing 0.1% TFA to give 4-chloro-5-(4-(2-(difluoromethoxy)-3,5- difluorophenyl)piperidin-l-yl)-3-hydrazinylpyridazine for characterization. XH NMR (400MHz, METHANOL-d4) delta 8.39 (s, 1H), 7.23 – 7.14 (m, 1H), 7.12 – 7.05 (m, 1H), 6.86 (t, j=74.0 Hz, 1H), 3.89 – 3.79 (m, 2H), 3.44 – 3.34 (m, 1H), 3.05 (t, j=12.4 Hz, 2H), 2.42 – 2.24 (m, 2H), 1.87 – 1.73 (m, 2H). LCMS: M+l = 405.9.

14161-11-6, The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 14161-11-6

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

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

A mixture of 3,4,5-trichloropyridazine (0.50 g, 2.73 mmol), 4-(2,4- difluorophenyl)piperidine (0.538 g, 2.73 mmol), and potassium carbonate (0.791 g, 5.72 mmol) in dioxane (9 ml) and water (1 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (4.94 ml, 54.5 mmol) was added. The mixture was heated to reflux for 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water and concentrated to give 4- chloro-5-(4-(2,4-difluorophenyl)piperidin-l-yl)-3-hydrazinylpyridazine as a brown oil. LCMS: Rt = 0.74 min, (M+H)+ = 340.0. The material was used without purification., 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; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 14161-11-6

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

EXAMPLE 95 1-[2-(Pyridazin-4-ylamino)-ethyl]-piperazin-2-one. 1-(2-Aminoethyl)-4-(tert-butyloxycarbonyl)-piperazin-2-one from EXAMPLE 92, Part A (1.0 g, 4.1 mmol) is treated with 3,4,5-trichloropyridazine (0.81 g, 4.1 mmol), triethylamine (0.57 ML, 4.1 mmol), THF (25 ML) and heated to 120 C. in a sealed tube for 3 hours.Upon cooling, the solution is diluted with ethyl acetate and washed with aqueous sodium bicarbonate (25 ML), water and dried over sodium sulfate.The organic layer is concentrated and chromatographed (5% methanol/methylene chloride) to give a mixture of isomers (0.8 g, 20 mmol).The mixture is dissolved in 0.5 M sodium methoxide in methanol (200 ML), treated with 10% Pd/C (0.5 g) and agitated under 50 PSI of hydrogen for 20 hours.The reaction mixture is filtered; the filtrate is concentrated to a residue which is chromatographed (NH4OH/H2O/MeOH/EtOAc, 1:1:2:90) to give crude 4-(tert-butyloxycarbonyl)-1-[2-(pyridazin-4-ylamino)-ethyl]-piperazin-2-one.This material is dissolved in a minimal amount of THF and treated with a saturated solution of HCl in ethyl acetate (50 ML).The solution is stirred at ambient temperature for 2 h and diluted with diethyl ether (50 ML).The precipitated title compoundcompound is collected and air dried (0.5 g, 1.7 mmol). MS m/z: 367, [M+1]+; 1H NMR (CD3OD, 300 MHz) delta8.8 (d, 1H), 8.5 (s, 1H), 7.4 (d, 1H), 4.1 (s, 2H), 3.5-3.8 (m, 8H)., 14161-11-6

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

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 14161-11-6

14161-11-6, As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,4,5-trichloropyridazine (17.79 g, 96.99 mmol) and a solution of NH3 in THF ( 250 mL, 750 mmol, 3 M) was stirred at 125 C in a sealed tube for 5 h. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/2) to give the title compound as a white solid (4.01 g, yield 25%).MS (ESI, pos. ion) m/z: 164.1 [M+H]+;1H NMR (600 MHz, CDCb) d (ppm): 8.60 (s, 1H), 4.89 (s, 2H).

14161-11-6, As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 14161-11-6

The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

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

A mixture of 3,4,5-trichloropyridazine (0.5 g, 2.73 mmol), 4-(2,5- dimethoxyphenyl)piperidine hydrochloride (0.703 g, 2.73 mmol), and potassium carbonate (0.79 1 g, 5.72 mmol) in dioxane (10 ml) was heated to reflux for 1 h. Themixture was cooled and 35% hydrazine in water (2.469 ml, 27.3 mmol) was added and the mixture was heated to reflux for 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water, dried over magnesium sulfate, and concentrated to give 4-chloro-5-(4-(2,5- dimethoxyphenyl)piperidin- 1 -yl)-3 -hydrazinylpyridazine as a brown oil. (M+H) =364.2.

The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 14161-11-6

The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

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

A mixture of 3,4,5-trichloro- pyridazine (200 mg, 0.0011 mol), intermediate 2 (see Example Al/b) (273 mg, 0.0011 mol) and diisopropylamine (0.38 ml, 0.0011 mol) was stirred in 2-propanol (4.0 ml) at 800C for 1 hour. The solvent was evaporated, and the crude mixture was taken back in EtOAc. The organic layer was washed with a saturated solution of sodium bicarbonate and with brine, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (40-63 mum) (eluent: EtOAc/cyclohexane 50/50). The pure fractions were collected and the solvent was evaporated, yielding 179 mg (41%) of intermediate 86 and intermediate 87 as a 1/1 mixture of two pyridazine compounds.

The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/32631; (2006); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 14161-11-6

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

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

To a solution of 3,4,5-trichloropyridazine (1 eq) in eOH (1 mUmmol) was added dropwise a solution of the appropiate aminoalcohol (ex: 2-methylamino-ethanol) (3 eq) in MeOH (1 mUmmol)(acetonitrile can be also used). The reaction mixture was stirred at room temperature from 1 h to 2 days depending on the amine. The solvent was removed under vacuum to give a brown oil which was purified by biotage flash column chromatography (70% EtOAc in cyclohexane to 100% EtOAc) to give the desired product (ex: 2-[(5,6-dichloro-pyridazin-4-yl)-methyl- amino]-ethanol).The appropiate dichloropyridazine (ex: 2-[(5,6-dichloro-pyridazin-4-yl)-methyl- amino]-ethanol) (1 eq) was dissolved in THF (20 mL/mmol). When the solution started refluxing, potassium tert-butoxide (1.2 eq) was added portionwise. The reaction mixture was refluxed for 2 h. On cooling, a saturated aqueous solution of amonium chloride was added and the layers were separated. The aqueous phase was extracted with EtOAc (x2). The combined organic layers were dried (sodium sulphate), filtered and evaporated. The residue was triturated with Et20-DCM 9: 1 and filtered off to afford the desired product (ex: 8-chloro-4-methyl-3,4-dihydro- 2H-pyridazino[4,5-b]-1 ,4-oxazine).Intermediate 98-Chloro-4-methyl-3,4-dihydro-2H-p ,5-b]-1 ,4-oxazine:HPLC- S (method 4): Rt =0.98 min, [ +H]* 186.1.1H NMR (300 MHz, CDCI3) delta 8.47 (s, 1 H), 4.42 (m, 2H), 3.46 (m, 2H), 3.06 (s, 3H).Yield: 77% for two steps

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

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); GARCIA COLLAZO, Ana Maria; PASTOR FERNANDEZ, Joaquin; BLANCO APARICIO, Carmen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco Javier; HERNANDEZ HIGUERAS, Ana Isabel; SALUSTE, Carl-Gustave Pierre; GONZALEZ CANTALAPIEDRA, Esther; MARTINEZ GONZALEZ, Sonia; SALGADO SERRANO, Antonio; NOYA MARINO, Beatriz; WO2011/80510; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem