Analyzing the synthesis route of 20698-04-8

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20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In an argon atmosphere, a mixture of 3,6-diiodopyridazine (9.3 g), 4-(2-chlorobenzyl)piperidine-4-carbonitrile hydrochloride (8.36 g), potassium bicarbonate (8.42 g) and dehydrated DMF (40 mL) was stirred at 90C over weekend. The mixture was poured to water, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over magnesium sulfate and then concentrated. The residue was crystallized from IPE-ethyl acetate to obtain the title compound (9.45 g). 1H NMR (300 MHz, DMSO-d6) delta 1.65-2.01 (4H, m), 2.92-3.07 (2H, m), 3.13 (2H, s), 4.28-4.53 (2H, m), 7.14 (1H, d, J = 9.5 Hz), 7.29-7.42 (2H, m), 7.46-7.54 (2H, m), 7.72 (1H, d, J = 9.4 Hz).

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Reference£º
Patent; Takeda Pharmaceutical Company Limited; IMAMURA Keisuke; TOMITA Naoki; ITO Yoshiteru; ONO Koji; MAEZAKI Hironobu; NII Noriyuki; (123 pag.)EP3118200; (2017); A1;,
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Downstream synthetic route of 20698-04-8

20698-04-8 3,6-Diiodopyridazine 250383, 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.20698-04-8,3,6-Diiodopyridazine,as a common compound, the synthetic route is as follows.

Example 29 A mixture of 5.2 parts of 3,6-diiodopyridazine, 3.5 parts of 1-[3-(trifluoromethyl)phenyl]piperazine, 3.2 parts of sodium carbonate and 90 parts of N , N -dimethylacetamide was stirred and heated overnight at 70C. The reaction mixture was poured onto water. The precipitated product was filtered off and crystallized from 2-propanol, yielding 3.2 parts (48%) of 3-iodo-6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]-pyridazine; mp. 144.6C (compound 202)., 20698-04-8

20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; EP156433; (1991); B1;,
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20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Cyano-6-(4-methylpiperazin-1-yl)pyridazine can be prepared from 6-(4-methylpiperazin-1-yl)-3-iodopyridazine (125 g) and cuprous cyanide (55.26 g) suspended in dimethylformamide (620 cc). 3-Cyano-6-(4-methylpiperazin-1-yl)pyridazine (52.1 g), melting at 149 C, is obtained. 3-Iodo-6-(4-methylpiperazin-1-yl)pyridazine can be obtained from 3,6-diiodopyridazine (158.5 g) and 4-methylpiperazine (120 g) suspended in methanol (1200 cc). 3-Iodo-6-(4-methylpiperazin-1-yl)pyridazine (138.7 g), melting at 149 C, is obtained., 20698-04-8

20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Rhone-Poulenc Industries; US4110450; (1978); A;,
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Brief introduction of 14305-08-9

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14305-08-9, 4,5-Dibromo-2-phenylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Using a published method,26 a solution of 2-phenyl-4,5-dibromopyridazin-3(2H)-one (30) (1.043g, 3.16mmol, 1.00 equiv) in THF (23mL) was cooled to -20C and treated with one portion of (i-Pr) MgCl (2M in THF, 1.58mL, 3.16mmol, 1.00 equiv) to give a very dark red-brown solution. After exactly 3min the reaction was quenched by addition of water (0.570muL, 31.61mmol, 10.00 equiv), allowed to warm to 20C over 145min, then poured into saturated aqueous NH4Cl solution. The mixture was extracted with CH2Cl2 (¡Á4), and the combined extracts were dried (MgSO4) and concentrated to dryness under reduced pressure. The dark orange residue was purified by column chromatography on silica gel, eluting with 0-30% EtOAc/hexanes, to give 51 (0.229g, 25%) as a yellow oil: 1H NMR (CDCl3): 7.91 (s, 1H), 7.54 (m, 2H), 7.47 (m, 2H), 7.39 (m, 1H), 3.48 (sept, J=6.9Hz, 1H), 1.40 (d, J=7.0Hz, 6H); LRMS (APCI+): m/z [M+H]+ 295.4 (81Br, 80%), 293.4 (79Br, 100%); TLC Rf=0.70 (20% EtOAc/hexanes)., 14305-08-9

The synthetic route of 14305-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Brooke, Darby G.; Van Dam, Ellen M.; Watts, Colin K.W.; Khoury, Amanda; Dziadek, Marie A.; Brooks, Hilary; Graham, Lisa-Jane K.; Flanagan, Jack U.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1029 – 1039;,
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Simple exploration of 20698-04-8

The synthetic route of 20698-04-8 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.20698-04-8,3,6-Diiodopyridazine,as a common compound, the synthetic route is as follows.

1.10. a Benzyl-(6-iodo-pyridazin-3-yl)-amine471 mg (10,8 mmol) sodium hydride (55%) are added at O0C under nitrogen atmosphere to a mixture of 1 ,084 ml (9,8 mmol) benzylamine and 25 ml dry DMF. The reaction mixture is stirred for one hour at room temperature. Then 3,26 g (9,8 mmol) 3,6-diiodo-pyridazine are added and the reaction mixture is stirred at 1000C for 18 hours. The reaction mixture is concentrated. Methylene chloride is added to the residue and the mixture is extracted with water. The organic phase is dried over sodium sulphate and concentrated. Purification is achieved by silica gel column chromatography with petrol ether/ EtOAc as eluent. Yield: 0,23 g (8% of theory),Rf value: 0.55 (silica gel, petrol ether/ EtOAc = 1 :1 ), 20698-04-8

The synthetic route of 20698-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (2008); A1;,
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20698-04-8, 20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method CS-CG-lodo-pyridazin-S-vD-Q-methyl-Q-aza-bicvclofS.S.I Inonane free base(Intermediate Compound) A mixture of 9-methyl-3,9-diazabicyclo[3.3.1]nonane (4.0 g, 28.5 mmol), 3,6-diiodopyridazine (9.5 g, 28.5 mmol), diisopropylethylamine (7.4 g, 57.0 mmol) and dioxane (50 ml) was stirred at 75C for 4 days. Aqueous sodium hydroxide (75 ml, 1 M) was added, dioxane was evaporated and the mixture was extracted twice with dichloromethane (2 x 75 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1 % aqueous ammonia as solvent gave the title compound. Yield 4.61 g (47%). Mp 163-166C.

20698-04-8, 20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROSEARCH A/S; WO2009/150139; (2009); A2;,
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Some tips on 20698-04-8

20698-04-8, The synthetic route of 20698-04-8 has been constantly updated, and we look forward to future research findings.

20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

I II.5. a 3-lodo-6-phenethyl-pyridazine To 200 ml (100 mmol) 0,5 M phenylethylzincbromid solution in THF are added dropwise a mixture of 26,55 g (80 mmol) 3,6 Diiodopyridazine and 4,622 g (4 mmol) Tetrakis(triphenylphosphine) palladium(O) in 100 ml abs. THF. The reaction mixture is stirred for 3 hours at room temperature. Then the mixture is poured in saturated sodium hydrogencarbonate solution and ethyl acetate is added. The mixture is filtered over Celite and the phases are separated. The organic phase is dried over sodium sulphate. Purification is achieved by chromatography (silica gel, methylene chloride/ ethyl acetate= 19:1 ). Yield: 13,97 g (56 % of theory),Rf value: 0.47 (silica gel, methylene chloride/ethyl acetate= 19:1 )EII mass spectrum: m/z = 31 1 [M+H]+

20698-04-8, The synthetic route of 20698-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 14305-08-9

14305-08-9 4,5-Dibromo-2-phenylpyridazin-3(2H)-one 203396, apyridazine compound, is more and more widely used in various fields.

14305-08-9, 4,5-Dibromo-2-phenylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Similar reaction of 30 (1.005g, 3.05mmol, 1.00 equiv), glycinamide hydrochloride (0.70g, 6.31 mol, 2.07 equiv), and pyridine (0.51mL, 6.31mmol, 2.07 equiv) was heated under reflux in a mixture of EtOH (41mL) and DMF (5mL). After 48h starting material remained, so more glycinamide hydrochloride (2.98 equiv) and NEt3 (2.60mL, 18.65mmol, 6.12 equiv) were added and the mixture was heated under reflux for a further 16h. The cooled mixture was filtered through a pad of Celite and the filtrate was diluted with brine, extracted with CH2Cl2 (¡Á3) and the combined extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was re-precipitated from MeOH: EtOAc to give 11 (77 mg, 8%) as an amorphous off-white solid: mp 216-219C; 1H NMR (CDCl3): delta 7.75 (s, 1H), 7.56 (br s, 1H), 7.47 (m, 4H), 7.39 (m, 1H), 7.24 (br s, 1H), 6.71 (m, 1H), 4.05 (d, J=6.20Hz, 2H); HRESIMS calcd for C12H1181BrN4NaO2 m/z [M+Na]+ 346.9938, found 346.9947, calcd for C12H1179BrN4NaO2 m/z [M+Na]+ 344.9958, found 344.9963; TLC Rf=0.22 (10% MeOH:EtOAc); HPLC purity: 98.7%., 14305-08-9

14305-08-9 4,5-Dibromo-2-phenylpyridazin-3(2H)-one 203396, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Brooke, Darby G.; Van Dam, Ellen M.; Watts, Colin K.W.; Khoury, Amanda; Dziadek, Marie A.; Brooks, Hilary; Graham, Lisa-Jane K.; Flanagan, Jack U.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1029 – 1039;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem