Some tips on 50681-25-9

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

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

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;,
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Downstream synthetic route of 50681-25-9

50681-25-9 4-Pyridazinecarboxylic Acid 2761046, 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.50681-25-9,4-Pyridazinecarboxylic Acid,as a common compound, the synthetic route is as follows.,50681-25-9

Preparation 3: methyl 4-pyridazinecarboxylic acid; To a solution of 4-pyridazinecarboxylic acid (490 mg, 3.9 mmol) in MeOH/DCM (20/10 ml) was added at 0 0C trimethylsilildiazomethane (25.5 mmol). The solution was warm at r.t. and stirred overnight. Volatiles were evaporated in vacuo, the crude dissolved in DCM, washed with NaHCO3 satured and dried over Na2SO4. After filtration and concentration to dryness in vacuo, the crude was purified by column chromatography (DCM:MeOH=98 to2) to give 400 mg of the title compound.NMR (1H, CDCI3): delta 9.65 (s, 1 H)1 9.4 (d, 1 H), 7.98 (d, 1 H)1 4.0 (s, 3H). MS (mlz): 139[MH]+.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/108701; (2006); A1;,
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Analyzing the synthesis route of 50681-25-9

As the paragraph descriping shows that 50681-25-9 is playing an increasingly important role.

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

50681-25-9, EXAMPLE 11 [1S-(1R*,2S*,3S*)]-N-[4-[(Butylamino)sulfonyl]-1-(cyclohexylmethyl)-2,3-dihydroxybutyl]-4-pyridazinecarboxamide Following the procedure of Example 6 but employing molar equivalent amounts of 4-pyridazine carboxylic acid (33 mg., 0.268 mmole, 1 eq.) and the product of Example 1 (100 mg., 0.268 mmole, 1 eq.), 31 mg. of white solid [1S-(1R*,2S*,3S*)]-N-[4-[(butylamino)sulfonyl]-1-(cyclohexylmethyl)-2,3-dihydroxybutyl]-4-pyridazinecarboxamide were obtained; m.p. 170-172; [alpha]D =-29.1 (c=0.43, methanol). TLC (silica gel; 10% methanol in dichloromethane containing 0.2% NH4 OH) Rf =0.46.

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Reference£º
Patent; E. R. Squibb & Sons, Inc.; US5098924; (1992); A;,
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Analyzing the synthesis route of 50681-25-9

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

General procedure: A mixture of compound 5 (0.13 mmol), the appropriate acid (0.17 mmol), HOBt (0.17 mmol), and EDCI (0.19 mmol) in dry DMF was cooled to 0 C under nitrogen atmosphere. To the reaction mixture, triethylamine (0.16 mmol) was added at 0 C. The mixture was then stirred at 90 C for 12 h. The reaction mixture was cooled and then partitioned between water and ethyl acetate and the organic layer was separated. The aqueous layer was then extracted with ethyl acetate and the combined organic extracts were washed with brine and dried over anhydrous Na2SO4. After evaporation of the organic solvent, the residue was purified by column chromatography to afford the corresponding compounds 1a-l.

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Reference£º
Article; Kim, Hee Jin; Oh, Chang-Hyun; Yoo, Kyung Ho; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2311 – 2316;,
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Brief introduction of 50681-25-9

As the paragraph descriping shows that 50681-25-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50681-25-9,4-Pyridazinecarboxylic Acid,as a common compound, the synthetic route is as follows.

50681-25-9, General procedure: 1,1?-carbonyldiimidazole (1.23 g, 7.57 mmol) was added to a suspension of pyrimidine-5-carboxylic acid (783 mg, 6.31 mmol) in DCM (20 mL) and the mixture was stirred at room temperature for 15 min before addition of N,O-dimethylhydroxylamine hydrochloride (739 mg, 7.57 mmol). The mixture was stirred at room temperature for 5 d, then was diluted with saturated aqueous NH4Cl and water and extracted with DCM. The organic phase was washed with water, and the aqueous phases were back-extracted with DCM. The organic phase was dried (Na2SO4), filtered, and concentrated, affording the crude title compound as a light yellow oil which was used without further purification in the next reaction . The title compound was prepared using pyridazine-4-carboxylic acid in place of pyrimidine-5-carboxylic acid using the procedure described for Intermediate 28, step a, except that the reaction was run for 2 days and the crude product was purified by flash column chromatography (silica gel, gradient 0-3% MeOH-DCM).

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Reference£º
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Mirzadegan, Taraneh; Ganamet, Kelly; US2014/107097; (2014); A1;,
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Some tips on 50681-25-9

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

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

To a solution of pyridazine-4-carboxylic acid (1 g, 8.06 mmol) in DMF (4.6 mL), 4- Methyl-3-thiosemicarbazide (932 mg, 8.86 mmol) was added. DIPEA (2.48 mL, 14.5 mmol) was added dropwise at RT, then the mixture was cooled in an icebath before adding T3P (50% w/w in EtOAc) (7.2 mL, 12.09 mmol). The reaction was stirred at RT ON. NaOH 4 M solution was added (resulting pH=8). The reaction was diluted with EtOAc and the two resulting phases wereseparated (the upper organic layer eliminated). The pH was increased to 11 NaOH 4 M and the mixture heated to 70 C for 3.5 hrs. The solution was cooled down to 0 C HC1 6 N was slowly added till pHS. A solid formation was observed. The mixture was left stirring at 0 C for further 1 h then the solid was filtered washing with water and Cy. The solid was collected and dried under vacuum affording 1.29 g of title compound (p14, y= 83%). MS (m/z): 194.1 [IVII{]t

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

Reference£º
Patent; INDIVIOR UK LIMITED; CREMONESI, Susanna; MICHELI, Fabrizio; SEMERARO, Teresa; TARSI, Luca; (318 pag.)WO2017/21920; (2017); A1;,
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Brief introduction of 50681-25-9

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50681-25-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50681-25-9,4-Pyridazinecarboxylic Acid,as a common compound, the synthetic route is as follows.

Example 47-1 : Synthesis of (2R,4S)-5-Biphenyl-4-yl-2-methyl-4-[(pyridazine-4- carbonyl)-amino]-pentanoic acid; To a stirred solution of pyridazine-4-carboxylic acid (21 mg, 0.17 mmol) in DMF (6 ml_) is added HOBT (26 mg, 0.17 mmol) and HBTU (65 mg, 0.17 mmol) and the mixture is stirred at room temperature for 10 minutes. (2R,4S)-4-Amino-5-biphenyl-4-yl-2-methyl-pentanoic acid ethyl ester hydrochloride (50 mg, 0.14 mmol) and DIEA (42 mg, 0.56 mmol) are added. After stirring the mixture at room temperature for 18 hours, water is added and the mixture is extracted three times with ethyl acetate. The combined organic layers are washed with water and brine then is dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound; HPLC retention time 1.19 minutes (condition C); MS 390.3 (M+H); 1 H NMR (400 MHz, DMSO-d6): ? ppm 1 .08-1 .10 (d, J=7.07 Hz, 3H), 1 .59-1 .66 (m, 1 H), 1 .88-1 .95 (m, 1 H), 2.46-2.53 (m, 1 H), 2.85-2.87 (d, J=6.82 Hz, 2H), 4.22- 4.30 (m, 1 H), 7.29-7.32 (m, 2H), 7.33-7.36 (m, 1 H), 7.42-7.46 (m, 2H), 7.57-7.59 (m, 2H), 7.62-7.65 (m, 2H), 7.91 -7.93 (q, J=2.27 Hz, 1 H), 8.76-8.78 (d, J=8.59 Hz, 1 H), 9.41 -9.43 (m, 1 H), 9.45-9.46 (m, 1 H), 12.09 (s, 1 H).

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Reference£º
Patent; NOVARTIS AG; COPPOLA, Gary Mark; IWAKI, Yuki; KARKI, Rajeshri Ganesh; KAWANAMI, Toshio; KSANDER, Gary Michael; MOGI, Muneto; SUN, Robert; WO2010/136474; (2010); A2;,
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Simple exploration of 50681-25-9

The synthetic route of 50681-25-9 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.50681-25-9,4-Pyridazinecarboxylic Acid,as a common compound, the synthetic route is as follows.

Intermediate 29 Step A: A solution of pyridazine-4-carboxylic acid (92.5 mg, 0.754) and 2-(7-aza- 1H- benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (283 mg, 0.745 mmol) in 1 : 1 CH2C12/DMF (10 mL) was treated with NEt3 (108 mg, 1.06 mmol) and stirred for 10 min. A solution of 1-28 (224 mg, 0.56 mmol) in 1: 1 CH2C12/DMF (10 mL) was then added and the mixture was stirred for lh (reaction completion monitored by LC/MS). The solvent was evaporated under reduced pressure and the residue was dissolved in CH2CI2 (4 mL), treated with Na2CC>3 (178 mg, 1.68 mmol) and stirred for 3 minutes. The mixture was then purified by column chromatography (MeOH in CH2CI2, 0% to 10%) to afford (R)-tert-buty 3-(7-chloro-6-methoxy-2-(pyridazine-4- carboxamido)-lH-benzo[d]imidazol-l-yl)azepane-l-carboxylate (I-29a). MS calculated for C24H30CIN6O4 (M+H+) 501.19, found 501.2.

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

Reference£º
Patent; IRM LLC; LELAIS, Gerald; EPPLE, Robert; MARSILJE, III, Thomas H.; MICHELLYS, Pierre-Yves; MCNEILL, Matthew H.; LONG, Yun; LU, Wenshuo; CHEN, Bei; BURSULAYA, Badry; JIANG, Songchun; WO2013/184757; (2013); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 50681-25-9

The synthetic route of 50681-25-9 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.50681-25-9,4-Pyridazinecarboxylic Acid,as a common compound, the synthetic route is as follows.

Intermediate 29 Step A: A solution of pyridazine-4-carboxylic acid (92.5 mg, 0.754) and 2-(7-aza- 1H- benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (283 mg, 0.745 mmol) in 1 : 1 CH2C12/DMF (10 mL) was treated with NEt3 (108 mg, 1.06 mmol) and stirred for 10 min. A solution of 1-28 (224 mg, 0.56 mmol) in 1: 1 CH2C12/DMF (10 mL) was then added and the mixture was stirred for lh (reaction completion monitored by LC/MS). The solvent was evaporated under reduced pressure and the residue was dissolved in CH2CI2 (4 mL), treated with Na2CC>3 (178 mg, 1.68 mmol) and stirred for 3 minutes. The mixture was then purified by column chromatography (MeOH in CH2CI2, 0% to 10%) to afford (R)-tert-buty 3-(7-chloro-6-methoxy-2-(pyridazine-4- carboxamido)-lH-benzo[d]imidazol-l-yl)azepane-l-carboxylate (I-29a). MS calculated for C24H30CIN6O4 (M+H+) 501.19, found 501.2.

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

Reference£º
Patent; IRM LLC; LELAIS, Gerald; EPPLE, Robert; MARSILJE, III, Thomas H.; MICHELLYS, Pierre-Yves; MCNEILL, Matthew H.; LONG, Yun; LU, Wenshuo; CHEN, Bei; BURSULAYA, Badry; JIANG, Songchun; WO2013/184757; (2013); A1;,
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