Month: March 2022

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

33097-39-1, 3,6-Difluoropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

the3,6-difluoropyridazine (60.3 mmol) and 25 ml of aqueous ammonia mixed in a sealed tube, at 70 C for keep the reaction 2 hours .After cooling the resulting precipitate was collected by filtration then itwas washed with water and dried to give 4.28 g of the title compound.

33097-39-1, 33097-39-1 3,6-Difluoropyridazine 141761, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; CHIA TAI TIANQING PHARMACEUTICALGROUP CO LTD; Beijing Centaurus Biopharma Technology?Co.,?Ltd.; XIAO, DENGMING; LIANG, ZHI; HU, YUANDONG; HU, QUAN; ZHANG, QINGHUI; HAN, YONGXIN; WANG, HUAN; PENG, YONG; KONG, FANSHENG; LUO, HONG; (60 pag.)CN103130792; (2016); B;,
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.

Intermediate VIII6-Chloro-2,4-dimethyl-2H-pyridazin-3-one Methyl iodide (1.3 mL) was added to a mixture of 6-chloro-4-methyl-2H-pyridazin-3-one (2.70 g) and K2CO3 (3.40 g) in N,N-dimethylformamide (27 mL). The resulting mixture was stirred at ambient temperature overnight. Then, water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water and brine and dried (MgSO4). After removal of the solvent, the title compound was obtained as a solid.Yield: 2.97 g (100% of theory); Mass spectrum (ESI+): m/z=159/161 (Cl) [M+H]+.

1834-27-1, As the paragraph descriping shows that 1834-27-1 is playing an increasingly important role.

Reference：
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/108578; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

65632-62-4, (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65632-62-4

a) Esterification of the Acid Function; 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 (41 g; 99%) is obtained and is used as it is.

As the paragraph descriping shows that 65632-62-4 is playing an increasingly important role.

Reference：
Patent; Aventis Pharma S.A.; US2005/171346; (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.35857-93-3,3,6-Dichloropyridazine-4-carbonitrile,as a common compound, the synthetic route is as follows.

[C] 5-Chloro-1H-pyrazolo [3 4-c] pyridazin-3-amine[0183][0184]To a stirred solution of 3 6-dichloropyridazine-4-carbonitrile (63 g 0.362 mol) in ethanol (700 mL) was added hydrazine hydrate (54.3 g 1.086 mol) andthe reaction mixture was stirred at 78 for 4 h. After the solvent was removed under reduced pressure the residue was diluted with water (50 mL) . The solution was filtered and the filter cake was washed with water (50 mL) and petroleum ether (100 mL) . The solid was collected to afford the title compound (25 g 73yield) as a yellow solid.1H NMR (400 MHz DMSO-d6) delta 8.24 (s 1H) 8.42-8.35 (m 1H) 6.09 (s 2H) .

35857-93-3, 35857-93-3 3,6-Dichloropyridazine-4-carbonitrile 12370915, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; CUMMING, John Graham; LIU, Yongfu; WU, Jun; WANG, Lisha; SHEN, Hong; SHI, Tianlai; (90 pag.)WO2017/133665; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a glass lined reactor were charged toluene (0.26 Kg), sulfolane (3.4 Kg), compound 1 (1.0 Kg) and POCh (2.7 Kg). The crude was cooled to 0 C. Triethylamine (0.89 Kg) was charged, and the resulting crude mixture was heated to 65 C and aged till reaction reached completion. The reaction mass was cooled to 5 C. (0162) In a separate reactor, water (7.5 Kg) was charged and cooled to 5 C. The reaction mass was added slowly to the water solution, maintaining the internal temperature below 5 C. Additional water (0.5 Kg) was used to rinse the reactor and aid the transfer. The resulting mixture was agitated at 5 C for 3 hours, then extracted with MTBE three times (3 x 4.5 Kg). The combined organic layers were washed sequentially with aq pH 7 buffer solution (5.0 L/Kg, 15 wt% KH2PO4/K2HPO4) and water (2.5 Kg). The crude was distilled under vacuum until total volume became approximately 3 L/Kg. ACN (2 x 6.3 Kg) was added followed by additional distillations back to ~3 L/Kg. The crude was cooled to 20 C to afford Compound 2 as a 30-36 wt% solution in 90-95% yield

1352925-63-3, 1352925-63-3 Ethyl 4,6-dihydroxypyridazine-3-carboxylate 69007765, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHEN, Ke; DEERBERG, Joerg; LIN, Dong; DUMMELDINGER, Michael; INANKUR, Bahar; KOLOTUCHIN, Sergei V.; LI, Jun; ROGERS, Amanda J.; ROSSO, Victor W.; SIMMONS, Eric M.; SOUMEILLANT, Maxime C. D.; TREITLER, Daniel S.; WANG, Jianji; ZHENG, Bin; SMITH, Michael J.; STROTMAN, Neil A.; TYMONKO, Steven; BENKOVICS, Tamas; (43 pag.)WO2018/183649; (2018); 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.108784-42-5,6-Fluoropyridazin-3-amine,as a common compound, the synthetic route is as follows.

9. The starting material may be prepared as follows: 6-amino-3-fluoropyridazine (2.5 mmoles; Footnote 6), and 2 ml of allyl bromide in the minimum of nitromethane were heated to 60 C. for 3 hours. Evaporation of the solvent, washing of the residue with ether and drying under vacuum over P2 O5 gave 1-allyl-6-amino-3-fluoropyridazinium bromide., 108784-42-5

The synthetic route of 108784-42-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem