Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.933-76-6,4,5-Dichloro-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: The respective 2-hydroxybenzenesulfonamide 5 (2 mmol) and 1,2-dihaloarene (1-halo-2-nitroarene) partner 9 (2 mmol) were combined in anhydrous DMF (7 mL) with freshly calcinated K2CO3 (829 mg, 6 mmol) and the mixture was kept, with stirring, at the temperature and for the time period indicated in Table 2. DMF was removed in vacuo and the residue was treated with water (10 mL), which caused a viscous oil to separate. It was extracted with CH2Cl2 (5 mL), the organic layer was separated, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using an appropriate gradient of CH2Cl2 in hexanes as eluent., 933-76-6

As the paragraph descriping shows that 933-76-6 is playing an increasingly important role.

Reference£º
Article; Sapegin, Alexander; Panova, Valeria; Reutskaya, Elena; Smirnov, Alexey V.; Krasavin, Mikhail; Tetrahedron; vol. 72; 47; (2016); p. 7570 – 7578;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

19064-64-3, 3,6-Dichloro-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

19064-64-3, (1a) 3,6-Dichloro-4-methyl pyridizine (4.2 g, 26 mmol, Alfa) was suspended in aqueous 28% NH4OH (14 mL) in a sealed microwave tube and heated at 155 C. for 1.5 h. The microwave tube was uncapped and allowed to stir at room temperature for 30 min and in an ice bath for 30 min. The solid that crashed out was filtered, washed with ice water, and dried to give a mixture of 6-chloro-5-methylpyridazin-3-amine and 3-chloro-5-methylpyridazin-6-amine (3.4 g, 91%).

19064-64-3 3,6-Dichloro-4-methylpyridazine 87923, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/78136; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

19064-64-3, 3,6-Dichloro-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1; Compound No. 29; (Cis)-2-(4-fluorophenyl)-8-methyl-6-(5-methyl-hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)-3-(1H-pyrrolo[2,3-b]pyridin-4-yl)imidazo[1,2-b]pyridazine; Step 1.1 6-Chloro-4-methylpyridazin-3-ylamine and 6-chloro-5-methylpyridazin-3-ylamine; A mixture of 50.0 g (307 mmol) of 3,6-dichloro-4-methylpyridazine in 170 ml of aqueous ammonia (30%) is heated at 120 C. for 16 h in a steel reactor at an internal pressure of 10 bar.The reactor is cooled and the reaction mixture is poured into 200 ml of water. The solid formed is isolated by filtration and dried under vacuum to give 38.7 g of a mixture containing around 45% of 6-chloro-4-methylpyridazin-3-ylamine (CAS 64068-00-4) and 55% of 6-chloro-5-methylpyridazin-3-ylamine (CAS 66346-87-0).1H NMR (CDCl3) delta: 7.20 and 6.75 (2s, 1H); (d, 0.55H); 4.9 (sl, 2H); 2.40 and 2.25 (2s, 3H) ppm., 19064-64-3

19064-64-3 3,6-Dichloro-4-methylpyridazine 87923, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2012/10208; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl (cis)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylate and ethyl (trans)-2-oxo-1-oxa-3-azaspiro[4.5]decane-8-carboxylate mixture (85/15 mixture) (obtained from combination of four different batches prepared in a similar fashion to preparation of Intermediates 2 and 3, procedures a and b, 10 g, 44.0 mmol), K3PO4 (28.0 g, 132 mmol), copper(I) iodide (0.838 g, 4.40 mmol), 3-chloropyridazine (prepared according to WO/0107416, 6.05 g, 52.8 mmol) were collected into a 250 ml reaction flask, deareated, and then suspended in 1,4-dioxane (150 ml) under nitrogen. Trans-1,2-diaminocyclohexane (1.058 ml, 8.80 mmol) was added to the resulting mixture. The reaction was then warmed up to reflux (ext temp. 130 C., int temp 105 C.). The reaction mixture was stirred at that temperature for overall 24 hours. The reaction mixture was taken up with DCM (1000 ml) and poured into water (300 ml) containing 10 ml of ammonium hydroxide, and left under stirring for 10 min. Then, the resulting organic phase was washed with water (2¡Á100 ml) and brine (2¡Á100 ml), dried over Na2SO4, filtered and then concentrated. The resulting crude was purified with Biotage SP1, over 65i silica column, using cyclohexane and EtOAc as eluent to afford two different batches of the title compound.Batch 1: Ethyl (trans)-2-oxo-3-(3-pyridazinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (3.4 g) was isolated as a single isomer, colourless solid, contaminated by ca 30% of starting chloropyridazine. This batch left at room temperature, in the light, after some days, resulted in a strongly dark coloured and degradated residue.Batch 2: A 80/20 mixture of trans/cis isomers was isolated as a colourless solid (2.2 g) and repurified on Biotage SP1, with a Biotage 65i silica column, using cyclohexane and ethyl acetate as eluent to give isomerically pure ethyl (trans)-2-oxo-3-(3-pyridazinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (1.6 g)1H NMR (400 MHz, CDCl3): delta 8.96 (dd, 1H), 8.56 (dd, 1H), 7.50 (dd, 1H), 4.20 (s, 2H), 4.18 (q, 2H), 2.51 (quint, 1H), 2.17-1.75 (m, 8H), 1.29 (t, 3H); UPLC-MS: 0.60 min, 306 [M+H]+.From these two purifications two batches of cis isomer were also isolated:Batch 1: ethyl (cis)-2-oxo-3-(3-pyridazinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate as single isomer and colourless solid (4.7 g)Batch 2: ethyl (cis)-2-oxo-3-(3-pyridazinyl)-1-oxa-3-azaspiro[4.5]decane-8-carboxylate (0.5 g).1H NMR (400 MHz, CDCl3): delta 8.96 (dd, 1H), 8.57 (dd, 1H), 7.50 (dd, 1H), 4.18 (q, 3H), 4.14 (s, 2H), 2.51 (quint, 1H), 2.46-2.37 (m, 1H), 2.21-1.66 (m, 8H), 1.29 (t, 3H); UPLC-MS: 1.04 min, 306 [M+H]+.

1120-95-2, As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Patent; Biagetti, Matteo; Contini, Stefania Anna; Genski, Thorsten; Guery, Sebastien; Leslie, Colin Philip; Mazzali, Angelica; Pizzi, Domenica Antonia; Sabbatini, Fabio Maria; Seri, Catia; US2009/203705; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

Preparation 26Synthesis of (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3- djpyrimidin- 6-yl] methanone .Stir a suspension of 6-chloropyridazine-3-carboxylic acid (1.93 g; 1.20 equiv; 12.17 mmoles), N-indan-2-yl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (2.70 g; 1.00 equiv; 10.14 mmoles), and l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.14 g; 1.10 equiv; 11.16 mmoles) in dichloromethane (25 mL) for 30 minutes. Concentrate the reaction mixture under reduced pressure and purify the residue by column chromatography (0 to 5% methanol/methylene chloride) to provide the title compound (3.70 g; 90%). MS (m/z): 407 (M+l).

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

Reference£º
Patent; ELI LILLY AND COMPANY; BLEISCH, Thomas John; DOTI, Robert Anthony; PFEIFER, Lance Allen; NORMAN, Bryan Hurst; WO2014/168824; (2014); A1;,
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35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The piperidin-4-yl carbamate (3.00g, 15.00mmol), 6- chloro-3-cyano-pyridine (2.08g, 15.00mmol) and Na2CO3 (3.20g, 30.19mmol) was dissolved in DMF (40mL ), and the reaction was stirred for 4:00 at 90 . After completion of the reaction, was cooled to room temperature, water (120mL), and (100mL ¡Á 3) and extracted with ethyl acetate, the combined organic phases were washed with saturated brine (300mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was mixed solvent of petroleum ether and ethyl acetate (10/1 (v / v), 80mL) beating and filtered to give the title compound as a white solid (4.50 g of, 99% yield)., 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (105 pag.)CN105461694; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00578] To a solution of tert-butyl (1-((1r,4r)-4-hydroxycyclohexyl)-3-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)(methyl)carbamate (0.0207 g, 0.0485 mmol) in N,N-dimethylformamide (0.48 mL) was added sodium hydride (0.00140 g, 0.0582 mmol). After 5 mins, 3-chloropyridazine (0.0111 g, 0.0971 mmol) was added and heated to 95 C overnight. The reaction mixture was partitioned between ethyl acetate (10 mL) and water (10 mL), extracted with ethyl acetate (2x5mL), washed with water (5 mL) and brine (5 mL), dried over Na2SO4, filtered and concentrated. The crude oil was resuspended in dichloromethane (5 mL) and TFA (5 mL) was added. After 1 hour, the reaction mixture was concentrated in vacuo and the resultant oil was resuspended in 1 mL of a solution of 60:40 ACN:water with 2% TFA modifier. The product was purified by HPLC (5-95% ACN in water with 0.2% TFA modifier). The product containing fractions were partitioned between DCM and aqueous NaHCO3, dried over sodium sulfate, filtered and concentrated to obtain N-methyl-3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-(pyridazin-3-yloxy)cyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-amine (0.0105 g, 0.0260 mmol, 53.5 % yield) as a white solid. Mass spectrum (apci) m/z = 405.2 (M+H). 1H NMR (CDCl3) delta 8.83 (m, 1H), 8.699(s, 1H), 7.98 (s, 1H), 7.87 (s, 1H), 7.37 (dd, J = 9.0, 4.5 Hz, 1H), 6.95 (dd, J = 9.0, 1.2 Hz, 1H), 6.04 (s, 1H), 5.49 (tt, J = 11.0, 4.3 Hz, 1H), 4.87 (br s, 1H), 4.35 (tt, J = 11.7, 4.1 Hz, 1H), 4.00 (s, 3H), 2.98 (d, J = 5.1 Hz, 3H), 2.51 (m, 2H), 2.35 (m, 2H), 2.15 (m, 2H), 1.75 (m, 2H).

1120-95-2, The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (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.63001-30-9,Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,63001-30-9

POCl3 (5.60g, 0.036mol) was added to a solution of Example 65A (2.8g, 0.018mol) in toluene at room temperatureand the mixture was heated to 120¡ãC and stirred for 2 hours. The solvent was evaporated to dryness, water (20mL)was added and the mixture was extracted with ethyl acetate (15mL 3 3). The combined organic layer was washed withbrine, dried over sodium sulfate, filtered and the filtrate was evaporated. The residue was purified by column chromatographyto give the title compound (1.5g, yield 50percent). 1H NMR (CHLOROFORM-d, Bruker Avance 400 MHz) ppm 8.17(d, J=8.8 Hz, 1H), 7.68 (d, J=8.8 Hz, 1H), 4.09 (s, 3H).

As the paragraph descriping shows that 63001-30-9 is playing an increasingly important role.

Reference£º
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (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.4603-59-2,3,6-Dimethoxypyridazine,as a common compound, the synthetic route is as follows.

4-Chloro-3,6-dimethoxy-pyridazine: A solution of n-butyllithium (1.6 M in hexanes, 2.45 mL, 3.92 mmol) was added to a cold solution of THF (20 mL) at -78 C. Tetramethylpiperidine (0.67 mL, 3.92 mol) was introduced and the solution was warmed to 0 C. and kept at this temperature for 20 min; it was then cooled to -78 C. A solution of 3,6-dimethoxy-pyridazine (500 mg, 3.57 mmol) in THF (5 mL) was added slowly and the mixture was stirred at -78 C. for 45 min. This reaction mixture was transferred to a solution of achloroethane (1.268 g, 5.36 mmol) in THF (10 mL) at -78 C. and stirring was continued at -78 C. for 15 min. Saturated aqueous NH4Cl was added and the mixture was warmed to room temperature. The mixture was extracted with EtOAc, dried over MgSO4, and concentrated in vacuo to give the crude product, which was purified by flash chromatography, eluding with 10-20% EtOAc in hexanes to afford, after evaporation, the title compound as a white solid (372 mg, 60%): 1H NMR (400 MHz, DMSO) delta 7.04 (s, 1H), 4.11 (s, 3H), 4.04 (s, 3H); LCMS (+ESI, M+H+) m/z 175., 4603-59-2

The synthetic route of 4603-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beaulieu, Francis; Marinier, Anne; Ouellet, Carl; Roy, Stephan; Wittman, Mark D.; US2005/54655; (2005); A1;,
Pyridazine – Wikipedia
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141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

XVII.1.a3,6-Diiodo-pyridazine; 14.9 g (0.1 mol) 3,6-Dichloro-pyridazine and 120 ml (0.54 mol) hydroiodic acid are refluxed for 0.5 hours at 150C. After that time the mixture is cooled down and poured into 0.4 N NaOH solution/ice water. The precipitate is filtered off, taken up in methylene chloride and dried over sodium sulphate. After evaporation of the solvent, the product is dried in vacuo at50CYield: 28.3 g (85% of theory),C4H2I2N2 EII Mass spectrum: m/z = 333 [M+H]+M. p. 165-168 C, 141-30-0

As the paragraph descriping shows that 141-30-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/48802; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem