Month: March 2022

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0512] Compound 487A was prepared by an analogous method as that of 473B, except using compound 3-chloro-5-aminopyridazine in place of compound 2-bromo-6-aminopyridine., 29049-45-4

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

20733-10-2, 4-Hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Hydroxypyridazine (2.00 g, 20.8 mmol), ethyl 2-bromoacetate (5.21 g, 31.2 mmol) and K2CO3 (4.31 g, 31.2 mmol) were added to acetonitrile (30 mL).The reaction solution was concentrated under reduced pressure and purified ethyl acetate / petroleum etherEthyl 2-(pyridazin-4-yloxy)acetate (1.40 g, 7.69 mmol, 37.0%).

20733-10-2, 20733-10-2 4-Hydroxypyridazine 565900, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Shenzhen Weixin Biological Technology Co., Ltd.; Yu Jindi; Lu Xianping; Li Zhibin; Xin Lijun; Zhu Jiangfei; Fu Chao; (67 pag.)CN108203438; (2018); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

29049-45-4, Into a 50-mL round-bottom flask, was placed 6-chloropyridazin-4-amine (570 mg, 4.40 mmol, 1 equiv), dioxane (20 mL), CH3NH2-H20 (4 mL). The resulting solution was stirred overnight at 140 C. The resulting mixture was concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC A. This resulted in 320 mg (59%) of the title compound as a yellow solid. Analytical Data: LC-MS: (ES, m/z): RT= 0.187 min, LCMS 45, m/z = 125 [M+l].

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

28682-68-0, 3,6-Dichloro-5-nitropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The Pd/C (5%), 5 g) was added to the mixture of intermediate 1 1 (17 g, 81.7 mmol, 1 eq.) in MeOH (1000 ml). The solution was stirred overnight at 25C under the atmosphere of (50 psi). The catalyst was filtered through a diatomite pad. The solvent was removed under vacuum. (15 g, crude yield 100%) of intermediate 12 was isolated. Step 3 : synthesis of pyridazine-4,5-diamine 13 The potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to the mixture of intermediate 12 (15 g, 82 mmol, 1 eq.) in MeOH (150 ml) and CH2C12 (150 ml). The solution was stirred overnight at room temperature. The solution was filtered and the filtrate was concentrated under vacuum intermediate 13 was isolated (9 g, yield 95%>)., 28682-68-0

The synthetic route of 28682-68-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; DEMIN, Samuel Dominique; WO2014/114776; (2014); 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.1834-27-1,6-Chloro-4-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

To a mixture containing 6-chloro-4-methylpyridazin-3(2H)-one (250 mg, 1.729 mmol) and K2CO3 (598 mg, 4.32 mmol) in DMF (2.5 mL) was added ethyl iodide (0.210 mL, 2.59 mmol). The reaction mixture was stirred at room temperature for 22 h. The reaction mixture was diluted with water (25 mL) and extracted with ethyl acetate (3×40 mL). The combined extracts were washed with 10% LiCl (2×20 mL) and saturated aqueous NaCl solution (1×20 mL), dried (Na2S04), filtered and concentrated to afford crude product. The crude product was dissolved in a small amount of DCM and charged to an ISCO silica gel 12 g ISCO column which was eluted over a 10 min gradient with 0%-100% hexanes/ethyl acetate to afford 6-chloro-2-ethyl-4-methylpyridazin-3(2H)-one (250 mg, 1.448 mmol, 84% yield), m/z (173, M+H). LCMS MH+: 173. HPLC Ret. Time 0.70 min. Method Bl . NMR (400 MHz, CHLOROFORM-d) delta 7.06 (q, J=1.2 Hz, 1H), 4.17 (q, J=7.2 Hz, 2H), 2.21 (d, J= 2 Hz, 3H), 1.37 (t, J=7.2 Hz, 3H).

1834-27-1, 1834-27-1 6-Chloro-4-methylpyridazin-3(2H)-one 164886, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); 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.65632-62-4,(S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.,65632-62-4

The hexahydropyridazinic acid (40 g; 0.151 mol) is dissolved in 200 ml of methanol and cooled to 0 C. SOCl2 (36 ml; 0.45 mol) is added dropwise. The solution becomes clear; the temperature is allowed to return very gradually to ambient temperature, and the solution is then refluxed for one hour. The mixture is poured onto a DCM(200 ml)/ice(500 g) /NaHCO3(60 g) mixture. The aqueous phase is extracted with DCM. The organic phase is washed with a saturated NaHCO3 solution and then dried over MgSO4. A colorless oil is obtained (41 g; 99%) and is used as it is.

65632-62-4 (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid 11129166, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Aventis Pharma S.A.; US2005/215553; (2005); 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.1352925-63-3,Ethyl 4,6-dihydroxypyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

A solution of ethyl 4, 6-dihydroxypyridazine-3-carboxylate (compound 47.4; 3.2 g, 17.387 mmol) in phosphorus oxychloride (35 mL, 226.037 mmol) was heated at 100 C for 3.5 h. The resulting reaction mixture was cooled to ambient temperature and the excess of phosphorus oxychloride was removed under vacuum. The traces phosphorus oxychloride was further removed by azeotropic distillation with chloroform (50 mL). The resulting residue was taken up in to ice water and extracted with EtOAc (3 x 500 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (60-70% EtOAc in hexane) yielding ethyl 4, 6-dichloropyridazine-3- carboxylate (compound 47.3; 2.5 g, 11.310 mmol). LCMS: Method B, 3.750 min, MS: ES+ 219.98 (M+l)., 1352925-63-3

As the paragraph descriping shows that 1352925-63-3 is playing an increasingly important role.

Reference：
Patent; ORFAN BIOTECH INC.; MAAG, Hans; FERNANDES, Miguel Xavier; (160 pag.)WO2019/133813; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 4-amino-6-chloropyridazine (1) (2.59 g, 22.3 mmol, 1.0 eq) in CH2CI2 (65 ml_) was cooled to 0 C before the addition of triethylamine (10.9 ml_, 77.9 mmol, 3.5 eq) and di-fe/f-butyl dicarbonate (12.2 g, 55.7 mmol, 2.5 eq). The suspension was warmed to room temperature and stirred for 17.5 h then DMAP (277 mg, 2.23 mmol, 0.1 eq) and additional di-fe/f-butyl dicarbonate (4.86 g, 22.3 mmol, 1.0 eq) were added. The reaction was stirred for 2.5 h then concentrated in vacuo. Purification twice by silica gel chromatography using hexane/EtOAc (1 :0-4: 1 ) yielded intermediate 2 as an orange solid (3.40 g, 46%). (1299) LCMS (ES): Found 174.0 [M-C02fBu-fBu+3H]+. (1300) 1H NMR (300MHz, DMSO-cf6), d: 9.33 (d, J=2.1 Hz, 1 H), 8.14 (d, J=2.1 Hz, 1 H), 1.41 (s, 18H)., 29049-45-4

As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

Reference：
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); 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.29049-45-4,6-Chloropyridazin-4-amine,as a common compound, the synthetic route is as follows.

29049-45-4, General procedure: A mixture of 4-chloropyridin-2-amine (64 g, 498 mmol), phenyl boronic acid (61 g, 500 mmol), Na2CO3 (159 g, 1.5 mol), Pd(PPh3)4 (6.4 g) in H20/EtOH/toluene (500 mL) was heated to 90 C in sealed vessel for 14 h. The crude mixture was cooled, filtered, and concentrated under reduced pressure. Purification (FCC, 5i02,PE:EtOAc (100:1) afforded the title Compound (64 g, 75%).

The synthetic route of 29049-45-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CAI, Min; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; KREUTTER, Kevin; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; XIAO, Kun; ZHANG, Feihuang; ZHU, Yaoping; (528 pag.)WO2017/100662; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step C: N-(6-Chloro-4-pyridazinyl)-N’-(1-methylethyl)urea To a stirred solution of 0.8 gram of 4-amino-6-chloro-pyridazine in 30 ml of dimethylformamide is added 0.2 gram of 1,4-diazabicyclo[2.2.2]octane, followed by 0.6 gram of 1-methylethyl isocyanate. The reaction mixture is stirred at ambient temperature for 18 hours, then at 60 C. for six hours. The majority of the dimethylformamide is removed under reduced pressure, and the residue is slurried in water. The resultant solid is collected by filtration and dried to yield N-(6-chloro-4-pyridazinyl)-N’-(1-methylethyl)urea., 29049-45-4

The synthetic route of 29049-45-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FMC Corporation; US4728355; (1988); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem