Analyzing the synthesis route of 372118-01-9

372118-01-9, As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (100 mg, 0.483 mmol) and 6- (methylthio) pyridin-3-amine (101 mg, 0.724 mmol) were dissolved in ethanol (2 mL), It was heated to 110 C in a microwave reactor and stirred for 1 hour.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 2/1 to 1/1),The target product 6-chloro-4-((6- (methylthio) pyridin-3-yl) amino) pyridazine-3-carboxylic acid methyl ester 13a (100 mg, yellow solid) was obtained,Yield: 66%.

372118-01-9, As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4 6-Chloro-4-(5,6-dimethoxy-pyridin-2-ylamino)-pyridazine-3-carboxylic acid methyl ester A mixture of 4,6-dichloro-pyridazine-3-carboxylic acid methyl ester (1.0 g, 4.83 mmol) and 5,6-dimethoxypyridin-2-amine (968 mg, 6.28 mmol) was dissolved in acetonitrile (5 mL) and heated at 70 C. for 16 h. The mixture was concentrated in vacuo and the crude mass obtained was purified by chromatography (silica, 100-200 mesh, 10-70% ethyl acetate in hexane) to give 6-chloro-4-(5,6-dimethoxy-pyridin-2-ylamino)-pyridazine-3-carboxylic acid methyl ester (830 mg, 53%) as a yellow solid. LC-MS: 325.2 [M+H]+., 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 372118-01-9

The synthetic route of 372118-01-9 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.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 Methyl 6-chloro-4-(5-(methylsulfonyl)pyridin-2-ylamino)pyridazine-3-carboxylate A flask was charged with methyl 4,6-dichloropyridazine-3-carboxylate (200 mg, 0.966 mmol), 5-(methylsulfonyl)pyridin-2-amine (183 mg, 1.06 mmol), Pd2(dba)3 (88.5 mg, 0.097 mmol), xantphos (112 mg, 0.193 mmol) and cesium carbonate (944 mg, 2.9 mmol). 1,4-Dioxane (6.0 mL) was added and argon was bubbled through it while sonicating the flask for 5 min. The flask was sealed and heated at 100 C. for 1 h. After cooling the mixture was filtered through celite and the filter cake washed with CH2Cl2. The filtrates were concentrated in vacuo then purified by chromatography (spherical silica 20-45 muM, 23 g, Versaflash Supelco, 0 to 100% ethyl acetate in hexanes, 30 min) to give methyl 6-chloro-4-(5-(methylsulfonyl)pyridin-2-ylamino)pyridazine-3-carboxylate (62 mg, 19%) as a light yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 11.18 (s, 1H) 9.31 (s, 1H) 8.98 (d, J=2.27 Hz, 1H) 8.19 (dd, J=8.59, 2.53 Hz, 1H) 7.09 (dd, J=8.84, 0.76 Hz, 1H) 4.15 (s, 3H) 3.15 (s, 3H). LCMS (EI/CI) m/z: 342.9 [M+H]., 372118-01-9

The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 372118-01-9

372118-01-9, 372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, 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.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Compound 4,6-dichloropyridazine-3-carboxylate 1a (199 mg, 0.96 mmol),1- (4-aminophenyl) -4-methylpiperazin-2-one (197 mg, 0.96 mmol),Diisopropylethylamine (1.24 g, 9.60 mmol) and acetonitrile (5 mL) were mixed, heated to 90 C and stirred for 6 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate / methanol = 100/0 to 1/1),The target product 6-chloro-4-((4- (4-methyl-2-oxopiperazin-1-yl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 103a (97 mg, yellow oily ),Yield: 27%.

372118-01-9, 372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4.Preparation of 6-chloro-4-methoxy-pyridazine-3-carboxylic acid methyl ester 6 sodium methoxide (25 wt % I methanol, 1.1 ML) is added to a stirred solution of 4,6-dichloro-pyridazine-3-carboxylic acid methyl ester (1.03 g, 5 mmol) in THF (25 ML) cooled to 0 C. The reaction mixture is stirred at room temperature overnight and then poured into 1N HCl (8 ML).The resulting solution is then neutralized by saturated NaHCO3. EtOAc (20 ML) is added and the layers are separated.The aqueous layer is extracted twice with EtOAc (20 ML) and the combined extracts are washed with brine (25 ML), dried (Na2SO4) and evaporated.The residue is then purified by flash column chromatography (silica gel, eluted with 2:1 hexane:EtOAc) to give 6-chloro-4-methoxy-pyridazine-3-carboxylic acid methyl ester as a white solid., 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

Reference£º
Patent; Xie, Linghong; Han, Bingsong; Xu, Yuelian; Maynard, George D.; US2004/77653; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 372118-01-9

372118-01-9, 372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, 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.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (109 mg, 0.53 mmol),3-fluoro-4- (tetrahydro-2H-pyran-4-yl) aniline 95c (103mg, 0.53mmol),Diisopropylethylamine (682 mg, 5.28 mmol) and acetonitrile (4 mL) were mixed, heated to 90 C and stirred for 18 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 100/0 to 3/7),The target product 6-chloro-4-((3-fluoro-4- (tetrahydro-2H-pyran-4-yl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 95d (67 mg, orange oily ), Yield: 34%.

372118-01-9, 372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 372118-01-9

The synthetic route of 372118-01-9 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.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (600 mg, 2.90 mmol),2,6-difluorophenylboronic acid (1.37 g, 8.70 mmol),Diisopropylethylamine (3g, 23.2mmol), [1,1?-bis (diphenylphosphine) ferrocene] palladium dichloromethane complex (118mg, 0.145mmol)Mixed with 1,4-dioxane (15mL),After deoxygenation, it was heated to 110 C in a microwave reactor under a nitrogen atmosphere and stirred for 1 hour.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 100/0 to 17/3),The target product 4-chloro-6- (2,6-difluorophenyl) pyridazine-3-carboxylic acid methyl ester 67a (223 mg, white solid) was obtained in a yield of 27%., 372118-01-9

The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (1.22 g, 5.95 mmol),4- (3-methoxyoxetane-3-yl) aniline 69e (760mg, 4.25mmol),Diisopropylethylamine (1.65 g, 12.75 mmol) and acetonitrile (15 mL) were mixed, heated to 90 C. in a microwave reactor, and stirred for 3 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 50/1 to 1/2),The target product 6-chloro-4-((4- (3-methoxyoxetan-3-yl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 69f (850 mg, yellow solid) was obtained. yield: 57%., 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (519 mg, 2.51 mmol)And 4- (pentafluorosulfanyl) aniline (500 mg, 2.28 mmol) in ethanol (5 mL),Heat to 70 C and stir for 24 hours.After cooling to room temperature, the solvent was removed under reduced pressure,The target product 6-chloro-4-((4- (pentafluoro-lambda6-sulfanyl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 16a (1.37 g, crude) was obtained.The product was used in the next reaction without further purification., 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 372118-01-9

372118-01-9, The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4-((tetrahydro-2H-thian-4-yl) oxy) aniline 45c (200 mg, 0.955 mmol)And 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (200 mg, 0.97 mmol) in ethanol (10 mL),Heat to 90 C in a sealed tube and stir for 12 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 1/1 to 1/2),The target product 6-chloro-4-((4-((tetrahydro-2H-thian-4-yl) oxy) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 45d (240 mg, yellow solid ),Yield: 66%.

372118-01-9, The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem