Simple exploration of 1837-55-4

The synthetic route of 1837-55-4 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.,1837-55-4

A suspension of 3,5-dichloropyridazine (0.400 g, 2.68 mmol), methyl 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxa-borolan-2-yl)thiophene-2-carboxylate (0.720 g, 2.68 mmol) and KF (0.3909, 6.71 mmol) in toluene (15mL) and water (3 mL) was degassed with Ar for 10 mi Palladium(ll) acetate (0.030 g, 0.13 mmol) and1,2,3,4,5-pentaphenyl-1?-(di-ted-butylphosphino)ferrocene (0.095 g, 0.13 mmol) were added and the mixture was degassed with Ar for 3 more mm, then heated at 70 C for 18 h. The mixture was filteredover Celite. The filtrate was concentrated under reduced pressure and purified by FC (EtOAc/heptane1:19 -* 2:3) to obtain methyl 5-(6-chloropyridazin-4-yl)thiophene-2-carboxylate (0.300 g, 85%, w/w, 1.00mmol, 37%). LCMS: cal for [M+HJ = 254.99, fd 255.0.

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; RATCLIFFE, Paul; CRAAN, Tobias; HERTRAMPF, Thorsten; LESCH, Bernhard; STEINHAGEN, Henning; (70 pag.)WO2015/161924; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, was added to the digestion tank 25mL of 3,5-dichloro pyridazine (1.20g, 8.1mmol), and aqueous methylamine (10 mL), which seal; 150 22h is reacted in an oil bath, cooled to room temperature, the reaction solution direct concentrated and the residue was subjected to column chromatography (eluent: CH2Cl2/ MeOH (v / v) = 6/1), to give 1.1g pale yellow solid, yield: 98%

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Liu, Bing; Huang, Jiuzhong; Ren, Xingye; Li, Zhi; Zhang, Yingjun; Zhang, Changchun; (55 pag.)CN105566321; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 1837-55-4

As the paragraph descriping shows that 1837-55-4 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

(1) To a suspension of sodium hydride (483 mg) in THF (40 mL) was added a solution of benzyl alcohol (1.1 g) in THF (5 mL) at 0C under argon atmosphere, and then the reaction mixture was stirred for 15 minutes at room temperature. Subsequently, a solution of the compound 1 (1.5 g) in THF (20 mL) was added dropwise thereto at room temperature followed by stirring for 2 hours. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluent: chloroform-ethyl acetate; gradient: 95:5-85:15) to give the compound 2 (776 mg) as a colorless liquid. MS(APCI): 221/223 [M+H]+

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; Mitsubishi Tanabe Pharma Corporation; SAKAKIBARA, Ryo; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; YAMAGUCHI, Minami; AKAHOSHI, Fumihiko; (69 pag.)EP3381904; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 1837-55-4

As the paragraph descriping shows that 1837-55-4 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

(1) To a suspension of sodium hydride (483 mg) in THF (40 mL) was added a solution of benzyl alcohol (1.1 g) in THF (5 mL) at 0C under argon atmosphere, and then the reaction mixture was stirred for 15 minutes at room temperature. Subsequently, a solution of the compound 1 (1.5 g) in THF (20 mL) was added dropwise thereto at room temperature followed by stirring for 2 hours. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluent: chloroform-ethyl acetate; gradient: 95:5-85:15) to give the compound 2 (776 mg) as a colorless liquid. MS(APCI): 221/223 [M+H]+

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; Mitsubishi Tanabe Pharma Corporation; SAKAKIBARA, Ryo; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; YAMAGUCHI, Minami; AKAHOSHI, Fumihiko; (69 pag.)EP3381904; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 1837-55-4

As the paragraph descriping shows that 1837-55-4 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

A solution of 3,5-dichloropyridazine (2.00 g, 13.4 mmol), phenylboronic acid (1.64 g, 13.4 mmol), Pd(OAc)2 (0.301 g, 1.34 mmol), 1,2,3,4,5-pentaphenyl- 1?-(di-tert-butylphosphino)ferrocene (1.906 g, 2.685 mmol), KF (1.947 g, 33.56 mmol), dioxane(50 mL), and water (12 mL) was stirred at reflux for 15 h under N2. The mixture was diluted with EtOAc, washed with brine, dried over anhydrous Na2504, and concentrated to dryness. The residue was purified by flash column chromatography to give the title compound (1.53 g, 59.8% yield) as white solid. MS (ESI): mass calcd. for C10H7C1N2, 190.63; m/z found, 190.0 [M+H].

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; CAI, Min; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; KREUTTER, Kevin D.; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; XIAO, Kun; ZHANG, Feihuang; ZHU, Yaoping; (524 pag.)WO2018/103060; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Ethyl (cis)-2-r(6-chloropyridazin-4-yl) amino] cyclohexanecarboxylate (I- 22a)3,5-dichloropyridazine (1.6 g, 10.74 mmol), ethyl (cis)-2-aminocyclohexanecarboxylate hydrochloride(CA, 2.454 g, 11.81 mmol), and triethylamine (5.63 mL, 32.2mmol) were added to DMSO (10.0 ml) and heated for 5 hrs at 120 C and then allowed to stir at room temperature for 24hr. Solvents were removed in vacuo. The residue was dissolved in EtOAc and then poured into sat. sodium bicarb. The aqeuous layer was removed and back extracted with EtOAc. The combined organics were washed with brine, dried over sodium sulfate and concentrated to an oil. Purification on biotage again (DCM:MeOH, 0-9%B) and concentration afforded the product, I-22a, as a solid (2.207g, 71.7%). LRMS (ESI) m/z 284.0 [(M+H)+; calcd for C13H18C1N302: 284.0].

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BUTCHER, John, W.; WITTER, David; DINSMORE, Christopher; KIM, June; HENDRIX, John; ARCHARYA, Raksha; AHEARN, Sean, P.; JUNG, Joon; RIVKIN, Alexey; JONES, Philip; WO2013/52355; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 1837-55-4

The synthetic route of 1837-55-4 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,5-dichloropyridazine(l .00 g, 6.71 mmol) and liquid Nfb was stirred in a sealed tube for 12 h. A black residue was formed. The residue was purified by Combi Flash (50% to 100% EtOAc in pentane) to give 5-chloropyridazin-3-amine (400 mg, yield: 44%) as a yellow solid. (1582) NMR (400 MHz DMSO-rie) d 6.66 (1H, d, J= 2.3 Hz), 6.84 (2H, brs), 8.50 (1H, d, J= 2.3 Hz).

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tert-butyl N-[(lR,5S,8s)-3-azabicyclo[3.2.1]octan-8-yl]carbamate (700 mg, 3.09 mmol), 3,5-dichloropyridazine (691 mg, 4.64 mmol) in ethanol (42 mL) with triethylamine (1.25 g, 12.4 mmol) was stirred for 3 h at 85 C and then 60 h at RT. The reaction mixture was diluted with 30 mL H20 and extracted with EtOAc (3 x 30 mL). The organic layers were dried over MgS04 and concentrated in vacuum. The crude material was purified by flash chromatography (silica gel 20 g, eluent 0 % to 70 % EtOAc in heptane) to afford tert-butyl N- [(lR,5S,8s)-3-(6-chloropyridazin-4-yl)-3-azabicyclo[3.2.1]octan-8-yl]carbamate 923 mg, 88 %. MS ES+ (m/z): 339.2 [(M+H)+].

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BAUMANN, Karlheinz; GALLEY, Guido; JAESCHKE, Georg; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; RODRIGUEZ-SARMIENTO, Rosa Maria; (178 pag.)WO2017/97728; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem