Tag: M.W:100-200

50681-25-9,50681-25-9, 4-Pyridazinecarboxylic Acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 7-Methyl-2-(4-pyridazinyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one Analogously to Example 6, starting from 6.0 g. (24 mmol) 5,6-diamino-3-methylindolin-2-one dihydrochloride and 3.6 g. (28.8 mmol) pyridazine-4-carboxylic acid, there is obtained the title compound. Purification takes place by column chromatography on silica gel (elution agent: methylene chloride/methanol 9:1 v/v). Yield: 0.15 g. (2.4% of theory); m.p. >340 C.

50681-25-9 4-Pyridazinecarboxylic Acid 2761046, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Mannheim GmbH; US4835280; (1989); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1121-79-5, 3-Chloro-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: A mixture of 3-chloro-6-methylpyridazine (516 mg, 4.0 mmol), NH4OH (30%, 3 mL) and copper(II) sulfate pentahydrate (26 mg, 0.2 mmol) was stirred at 120 C. for 40 h. The mixture was cooled to room temperature and partitioned between EtOAc and brine. The aqueous layer was extracted with EtOAc five times. The combined organics were dried over NaSO4, filtered, concentrated and purified by silica gel column chromatography (0-10% MeOH in CH2Cl2) to give 6-methylpyridazin-3-amine (160 mg, 37%) as a white solid. MS m/z 109.9 [M+H]+.

1121-79-5, 1121-79-5 3-Chloro-6-methylpyridazine 227254, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; PTC Therapeutics, Inc.; F. Hoffmann-La Roche AG; Woll, Matthew G.; Chen, Guangming; Choi, Soongyu; Dakka, Amal; Huang, Song; Karp, Gary Mitchell; Lee, Chang-Sun; Li, Chunshi; Narasimhan, Jana; Naryshkin, Nikolai; Paushkin, Sergey; Qi, Hongyan; Turpoff, Anthony A.; Weetall, Marla L.; Welch, Ellen; Yang, Tianle; Zhang, Nanjing; Zhang, Xiaoyan; Zhao, Xin; Pinard, Emmanuel; Ratni, Hasane; (317 pag.)US9617268; (2017); B2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

50681-25-9, 4-Pyridazinecarboxylic Acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(6-fluoroquinolin-2-yl)-2-methylaniline (100 mg, 0.40 mmol, 1 equiv) and pyridazine-4-carboxylic acid (73.8 mg, 0.59 mmol, 1.5 equiv) were dissolved in (0908) dichloromethane (5 mL) and diisopropylethylamine (102.5 mg, 0.79 mmol, 2 equiv) and HATU (226.1 mg, 0.59 mmol, 1.5 equiv) were added next. The resulting solution was stirred at room temperature overnight and quenched by the addition of 5 mL of water. Extraction with dichloromethane (2×5 ml) and elimination of volatiles under reduced pressure, afford a residue that was purified by preparative TLC with dichloromethane/methanol (25: 1) to afford the desired product as a white solid in 58% yield. LCMS (ES, m/z): [M+H]+ 359; -NMR (300 MHz, CO , ppm): 52.25 (s, 3H), 57.63-7.66 (m, 1H), 57.68-7.73 (m, 1H), 57.81-7.84 (m, 1H), 58.13-8.17 (m, 3H), 58.22-8.24 (m, 2H), 58.46-8.48 (d, 1H), 59.53-9.54 (d, 1H), 59.70 (s, 1H), 510.47 (s, 1H), 50681-25-9

The synthetic route of 50681-25-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; RICO, Alice Chen; SUTTON, JR., James Clifford; (317 pag.)WO2019/18562; (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.5096-73-1,6-Chloropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.,5096-73-1

Step 2: Methyl 6-chlorop yridazine-3 -carboxylate; To a suspension of -chloropyridazine-S-carboxylic acid (4.2 g, 26.5 mmol) in a mixture of toluene (100 mL) and DMF (2.5 mL, 31.8 mmol) was added oxalyl chloride (3.0 mL, 34 mmol). The mixture was stirred at room temperature for 1 h, and then concentrated to an oil. The oil was dissolved in dichloromethane (100 mL) and cooled to 0 C in an ice bath. To this solution was added methanol (20 mL) portionwise, maintaining the temperature of the reaction mixture below 10 C. After 1 h, the mixture was concentrated, and the resulting solid was suspended in diethyl ether and filtered. The solid was triturated with ethyl acetate and diethyl ether and the filtrate was evaporated to provide the title compound as a beige solid.

As the paragraph descriping shows that 5096-73-1 is playing an increasingly important role.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/143823; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

19064-67-6, 6-Chloro-3-hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 256 6-chloro-2-(pyridine-3-ylmethyl)-2H-pyridazine-3-one 6-chloro-2H-pyridazine-3-one (1.00 g) was dissolved in DMF (76 mL). To this solution, 60% sodium hydride (370 mg) was added at room temperature in an argon atmosphere and the mixture was vigorously stirred at 50 C. Meanwhile, 60% sodium hydride (370 mg) was added to a solution of 3-(chloromethyl)pyridine hydrochloride (1.51 g) in DMF at -40 C. in an argon atmosphere and the solution was allowed to warm to room temperature. Using a cannula, this solution was poured into the pyridazinone solution and the mixture was stirred first at 50 C. for 90 min and then at room temperature for 18 hours. Subsequently, a saturated ammonium chloride solution was added and the solvent was concentrated. Water was then added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. Evaporation of the solvent and subsequent purification by silica gel column chromatography (ethyl acetate: petroleum ether=7:3, followed by methanol:ethyl acetate=5:95) afforded the title compound as a colorless powder (1.30 g). 1H NMR (200 MHz, CDCl3) delta 8.70 (1H, d, J=1.5 Hz), 8.55 (1H, dd, J=4.8, 1.5 Hz), 7.78 (1H, dt, J=7.9, 1.5 Hz), 7.26 (1H, dd, J=7.9, 4.9 Hz), 7.16 (1H, d, J=9.6 Hz), 6.90 (1H, d, J=9.6 Hz), 5.24 (2H, s). 13C NMR (50 MHz, CDCl3) delta 158.63, 150.17, 149.62, 137.82, 136.64, 133.91, 132.17, 131.07, 123.54, 52.95, 19064-67-6

19064-67-6 6-Chloro-3-hydroxypyridazine 252828, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Kohno, Yasushi; Adams, David Roger; Ando, Naoki; US2008/207902; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

63001-30-9, Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. A mixture of 6-hydroxypyridazine-3-carboxylic acid methyl ester obtained above and phosphorous oxychloride were carefully heated to reflux temperature and maintained there for 2.5 h. The reaction mixture was then cooled and evaporated in vacuo to remove excess phosphorylchloride, and the residue was then poured into ice water. The precipitate was collected by filtration, washed with saturated NaHCO3 and water, and dried under vacuum to yield the product as a yellow solid (4.359 g, 79percent yield)., 63001-30-9

63001-30-9 Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate 9124994, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

89466-38-6,89466-38-6, 6-Chloro-3-methoxy-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of tert-butyl 4-((6-methoxy-5-methylpyridazin-3- yl)oxy)piperidine- 1 -carboxylate. To a solution of tert-butyl 4-hydroxy-4-methylpiperidine-l- carboxylate (761 mg, 3.78 mmol) in DMF (7.9 mL) was added sodium hydride (60% w/w, 164 mg, 4.10 mmol). The reaction was stirred for 5 min at ambient temperature. Then 6-chloro-3- methoxy-4-methylpyridazine (500 mg, 3.15 mmol) was added and reaction stirred overnight at 95C. The reaction was cooled to ambient temperature and diluted with water and extracted with EtOAc. Combined organics were washed with saturated NaHC03(aq), water, and brine. The combined organic extracts were dried over anhydrous Na2S04(S), filtered and concentrated in vacuo to afford the title compound (assumed quantative yield, 1.019 g) in sufficient purity for step 2. MS (apci) m/z = 324.1 (M+H).

As the paragraph descriping shows that 89466-38-6 is playing an increasingly important role.

Reference£º
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (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.1121-79-5,3-Chloro-6-methylpyridazine,as a common compound, the synthetic route is as follows.

Step 1: 6-Chloropyridazine-3-carboxylic acidTo concentrated sulfuric acid (175 mL) in a flask equipped with a mechanical stirrer was added 3-chloro-6-methylpyridazine (25 g, 194 mmol). To the resulting solution was added K2Cr2O7 (69 g, 234 mmol) portionwise over 40 min, using a cold water bath to maintain the internal temperature below 65 0C. The reaction was then maintained at 60 0C for 3 h. The mixture was cooled and quenched by the addition of ice, then poured onto 200 g ice and extracted eight times with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and evaporated to give the title compound., 1121-79-5

As the paragraph descriping shows that 1121-79-5 is playing an increasingly important role.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/71023; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

65202-50-8, Methyl 6-chloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65202-50-8

To a suspension of methyl 6- chloropyridazine-3-carboxylate (1 g, 5.8 mmol) and imidazole (400 mg, 5.8 mmol) in dry DMF (10 mL), was added K2CO3 (950 mg, 6.8 mmol) and the reaction mixture was stirred at 120 C for 3h. The reaction was monitored by LCMS. After complete conversion to methyl 6- (1 H-imidazol-1-yl)pyridazine-3-carboxylate, 2.5 M aq. LiOH (2.8 mL, 6.96 mmol) was added to the reaction mixture and stirred at 60 C for 1 h. The reaction was monitored by LCMS. After completion of the reaction, the reaction mixture was acidified with aq.1 M HCI and the resulting precipitate was filtered and washed with water, to obtain the acid A (720 mg) as an off-white solid which was used in the next step without further purification. LC-MS (ESI+): m/z 191.0 [M+H]+.

As the paragraph descriping shows that 65202-50-8 is playing an increasingly important role.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; LAIRSON, Luke, L.; CHIN, Emily, N.; CHATTERJEE, Arnab; KUMAR, Manoj; ALBERO, Ana, Maria, Gamo; PETRASSI, Mike; SCHULTZ, Peter; YU, Chenguang; TAMIYA, Junko; VERNIER, William; GUPTA, Anil; MODUKURI, Ramkumar; (0 pag.)WO2019/165032; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

A mixture of 3,5-dichloropyridazine (1.5 g, 10.07 mmol), methyl carbamate (0.831 g, 11.08 mmol), XANTPHOS (0.466 g, 0.805 mmol), PdOAc2 (0.226 g, 1.007 mmol) and CS2CO3 (6.56 g, 20.14 mmol) were taken in 1,4-dioxane (40 mL) and heated at 85 C overnight. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The ethyl acetate layer was collected, dried over Na2S04, filtered, and concentrated under reduced pressure to afford methyl (5- chloropyridazin-3-yl)carbamate (1.71 g, 9.12 mmol, 91% yield) as a brown solid. LCMS (ESI) m/e 187.9 [(M+H)+, calcd for C6H7CIN3O2 188.0]; LC/MS retention time (Method C): fa = 0.59 min., 1837-55-4

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem