Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34584-69-5,3,6-Dichloro-4,5-dimethylpyridazine,as a common compound, the synthetic route is as follows.

Preparation 8 Synthesis of 3-ethoxy-4,5-dimethyl-6-chloropyridazine 0.69g(0.03mol) of metallic sodium was dissolved in 100mlitre of absolute ethanol and then 5.31g(0.03mol) of 3,6-dichloro-4,5-dimethylpyridazine was added thereto and completely dissolved. The reaction solution was stirred for 4 hours at room temperature and then treated according to the same manner as Preparation 5 to obtain the title compound as a pale white crystal. Yield: 4.22g (75.4percent) Melting Point: 60-62¡ãC Recrystallizing solvent: ethanol NMR(CDCl3, delta): 1.42(t, 3H, CH3), 2.20((s, 3H, CH3), 2.32(s, 3H, CH3), 4.52(q, 2H, OCH2)

As the paragraph descriping shows that 34584-69-5 is playing an increasingly important role.

Reference£º
Patent; Seoul Pharm. Co., Ltd.; Kwon, Soon Kyoung; EP1058681; (2003); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

19064-67-6, 6-Chloro-3-hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Chloro-2H-pyridazin-3-one (944 mg, 7.23 mmol) and difluoro(fluorosulfonyl)acetic acid (1.42 g, 7.96 mmol) were dissolved in acetonitrile (19 ml) in a vessel with stirrer bar and stirred at room temperature for 40 h. The reaction solution was then diluted with ethyl acetate (150 ml) and washed successively with water, saturated sodium hydrogencarbonate solution and again with water. The organic phase was dried using sodium sulfate, filtered and evaporated to dryness in a rotary evaporator. The residue was taken up in cyclohexane, re-filtered, and the solvent was removed in a rotary evaporator. The residue obtained was purified by means of flash column chromatography (gradient cyclohexane/0-50% by vol. of ethyl acetate, CombiFlash Rf 200). The suitable product fractions were combined, and the solvents were removed in a rotary evaporator, giving 3-chloro-6-(difluoromethoxy)pyridazine (285 mg, 1.58 mmol, MS: 181.0/183.1[M+H+]), 22% yield) as colourless liquid.

As the paragraph descriping shows that 19064-67-6 is playing an increasingly important role.

Reference£º
Patent; Merck Patent GmbH; FUCHSS, Thomas; EMDE, Ulrich; BUCHSTALLER, Hans-Peter; MEDERSKI, Werner; (224 pag.)US2016/83401; (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.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

(i?)-2-Methyl-l-{3-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenoxy]propyl} -pyrrolidine (1.1 g, 3.2 mmol), 3-chloropyridazine (0.485 g, 4.24 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.258 g, 0.223 mmol), K2CO3 (1.19 g, 8.6 mmol) in 1,2-dimethoxyethane (25 mL) and water (11.5 mL) were combined and degassed with argon. The reaction was heated at 85 0C for 15 h, cooled to rt, filtered through celite, taken up in CH2Cl2 (30 mL) and washed with water and saturated NaHCO3 solution. The CH2Cl2 layer was dried (Na2SO4) and evaporated. The product was purified by ISCO chromatography on silica gel, eluting with 5-15% MeOH/ DCM / 0.5% NH4OH. The HCl salt was prepared MeOH – ether-HCl to give a white solid, m.p. 198-201 0C; LCMS m/z = 298 (M + 1).

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Reference£º
Patent; CEPHALON, INC.; WO2009/97306; (2009); A1;,
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Pyridazine | C4H4N2 – PubChem

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-methyl-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxylic acid (1.1 g, 3.43 mmol), and HATU (2.6 g, 6.8 mmol) were taken up in DMF (12 mL). Pyridazine-3-amine (530.0 mg, 5.57 mmol) and DIEA (1.3 mL) were added and the resulting reaction mixture was stirred at 60 C for overnight. After cooling to room temp, water (12 mL) was added and the solid was separated by filtration. The solid was taken up in EtOAc and washed with saturated NaHCO3 solution. The organic layer was dried, evaporated and the crude product was purified by column chromatography (DCM + MeOH 0-5%) to afford 2-methyl-N-(pyridazin-3-yl)-6-(2-(trifluoromethylcarboxamide (570.0 mg, 42%). MS (ESI) calcd for C19H13F3N6O: 398.1; found: 399.1 [M+H]

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); 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.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

PREPARATION 31 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 8.60 delta; 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)pyridazine which is recrystallized from ether hexane, NMR (CDCl3) 1.35, 387, 4.80, and 8.55 delta; CMR (CDCl3) 22.6, 44.7, 116.5, 136.3, 142.5 and 153.4 delta.

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

Reference£º
Patent; The Upjohn Company; US5489593; (1996); 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.1122-63-0,1-(Pyridazin-3-yl)ethanone,as a common compound, the synthetic route is as follows.

Triisopropylsilyl triflate (26.4 g) is added over 4 min. to an ice cooled solution [OF 3-] acetylpyridazine (9.57 g) and diisopropylethylamine [(30.] 4 g) in dry [CH2C12] [(100 ML)] under nitrogen. After 4 h, the solvent is evaporated and the residue extracted with diethyl ether (150 mL). The organic layer is washed with saturated aq. sodium bicarbonate solution (2 [X] [60] mL) followed by brine (60 [ML),] dried [(MGSO4),] filtered and evaporated.. The crude product is purified by column chromatography [(HEXANES/ETOAC,] 9/1) to afford 13.4 g of the title compound as a yellow oil. Physical [CHARACTERISTICS. 1H NMR (400 MHz, CDCl3) delta 9.10, 7.85, 7.52, 5.98, 4.74, 1.35, 1.16 ; HRMS (ESI) m/z 279.1879

The synthetic route of 1122-63-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; FLECK, Bruce, Francis; WO2004/22567; (2004); 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.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

To 3,4,5-trichloropyridazine (1.624 g, 8.85 mmol) and N-ethyl-N-isopropylpropan-2-amine (2.289 g, 17.71 mmol) in 50 mL N,N-dimethylformamide at 0 C. was added tert-butyl 4-(4-(azetidine-3-carboxamido)phenylsulfonyl)piperidine-1-carboxylate (2.5 g, 5.90 mmol) in ml N,N-dimethylformamide, dropwise. The reaction mixture was stirred from 0 C. to room temperature overnight, diluted with water and extracted with ethyl acetate. The organic layer was dried with magnesium sulfate, filtered, concentrated and purified by flash chromatography to give the title compound.

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

Reference£º
Patent; ABBVIE INCORPORATED; HANSEN, TODD M; LONGENECKER, KENTON; HEYMAN, HOWARD R; CURTIN, MICHAEL L; CLARK, RICHARD F; SORENSEN, BRYAN; JI, ZHIQIN; DOHERTY, GEORGE; FREY, ROBIN; WOLLER, KEVIN; (600 pag.)JP2015/520752; (2015); 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.51149-08-7,3,6-Dichloropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

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.

51149-08-7 3,6-Dichloropyridazine-4-carboxylic acid 433804, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108707; (2004); 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.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,4,5-trichloropyridazine (1 g, 5.45mmol), 4-phenylpiperidine (0.9 g, 5.58 mmol) and potassium carbonate (1.5 g, 10.85mmol) in acetonitrile (25 ml) was stirred for 4 days. The mixture was diluted withethyl acetate and water. The ethyl acetate layer was separated, washed with water, dried with brine, and concentrated to a red-brown solid. The solid was dissolved in dioxane (25 ml) and 35% hydrazine (10 ml, 110 mmol) was added. The mixture was heated to reflux for 16 hr overnight. The mixture was diluted with ethyl acetate andwater. The ethyl acetate layer was separated, washed twice with water, dried with brine, and separated. The ethyl acetate layer was placed into a 250 ml flask with saturated sodium carbonate (15 ml). A solution of 2-cyclopropylacetyl chloride (freshly prepared from 2-cyclopropylacetic acid (0.600 g, 6.00 mmol) and thionyl chloride) in ethyl acetate (25 ml) was added and the mixture was stirred for 16 h.

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

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.

2-methyl-8-morpholino-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxylic acid (23.0 mg, 0.057 mmol) and 3-aminopyridazine (16.0 mg, 0.170 mmol) were dissolved in MeCN (1.2 mL). HATU (32.0 mg, 0.085 mmol) and pyridine (0.014 mL, 0.170 mmol) were added and the vial was sealed and heated to 50 C for 1 h, then to 80 C for 2 h. The reaction was cooled to room temp and bicarb (2 mL) and water (1 mL) were added. The mixture was extracted with EtOAc (3×5 mL) but there was precipitate in the organic layer. The solid was collected by filtration and washed with diethyl ether, and dried in vacuo to give 2-methyl-8-morpholino-N-(pyridazin-3-yl)-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxamide (8.0 mg, 29%). MS (ESI) calcd for C23H20F3N7O2: 483.16; found: 484 [M+H].

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

Reference£º
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem