Downstream synthetic route of 867130-58-3

867130-58-3 6-Oxo-1,6-dihydropyridazine-4-carboxylic acid 12376265, 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.867130-58-3,6-Oxo-1,6-dihydropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

867130-58-3, Example 16-oxo-5,6-dihydro-pyridazine-4-carboxylic acid-(1-{[5-(4-fluoro-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamoyl}-cyclopropyl)-amide Prepared from intermediate C2 and 6-oxo-1,6-dihydro-pyridazine-4-carboxylic acid according to AAV1. AAV 1: Amide CouplingA solution of the carboxylic acid component (1 mol-equivalent), triethylamine (2.5 mol-equivalents) and TBTU (1.1 mol-equivalents) in THF was stirred for 30 minutes at ambient temperature. Then the amine component (1.1 mol-equivalent as hydrochloride) was added and stirring was continued overnight. Then the mixture was evaporated down, mixed with water, made alkaline with dilute potassium carbonate solution and extracted with ethyl acetate. The product was isolated and purified by column chromatography (either silica gel or reversed phase chromatography).

867130-58-3 6-Oxo-1,6-dihydropyridazine-4-carboxylic acid 12376265, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/142695; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 867130-58-3

As the paragraph descriping shows that 867130-58-3 is playing an increasingly important role.

867130-58-3, 6-Oxo-1,6-dihydropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

867130-58-3, Step 10C: Ethyl 6-oxo-1,6-dihydropyridazine-4-carboxylate; The subtitle compound of step 10B was dissolved in EtOH (10 mL) and concentrated H2SO4 (4.2 mL) was added and then heated at reflux for 5 hours. The reaction mixture was cooled, concentrated in vacuo and basified with saturated Na2CO3. After filtration, the aqueous phase was extracted with ethyl acetate, dried over anhydrous Na2SO4, filtered and concentrated to give the subtitle compound (83%).1H NMR (400 MHz, MeOH-d4): delta 8.27 (d, 1H), 7.42 (d, 1H), 4.40 (q, 2H), 1.39 (t, 3H).

As the paragraph descriping shows that 867130-58-3 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; US2009/111821; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 867130-58-3

The synthetic route of 867130-58-3 has been constantly updated, and we look forward to future research findings.

867130-58-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.867130-58-3,6-Oxo-1,6-dihydropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

[0373] A solution of 6-oxo-1,6-dihydro-pyridazine-4-carboxylic acid (11.5 g), TBTU (25.3 g), triethylamine (20.9 mL) and 40 mL DMF in 200 mL THF was stirred for 30 minutes at ambient temperature. Then n-butyl (S)-3-amino-tetrahydrofuran-3-carboxylate (14.0 g) was added and the mixture was stirred further overnight. For working up the mixture was evaporated to dryness in vacuo and the residue was stirred with 200 mL of ethyl acetate. This solution was washed twice with 5% sodium hydrogen carbonate solution, then dried and evaporated down. The product was thus obtained in a yield of 90% of theory. [0374] C14H19N3O5 (309.3) [0375] Thin layer chromatogram (silica gel; dichloromethane/ethanol 19:1): Rf=0.16

The synthetic route of 867130-58-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hauel, Norbert; Kuelzer, Raimund; US2014/38977; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 867130-58-3

The synthetic route of 867130-58-3 has been constantly updated, and we look forward to future research findings.

867130-58-3, 6-Oxo-1,6-dihydropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Oxo-l,6-dihydro-pyridazine-4-carboxylic acid ethyl esterThe title compound from Example 18.3 (1.0 g, 7.13 mmol) was added to a solution of ethanol (16 mL) and acetyl chloride (4 mL) and the resulting suspension was heated to 75 C and stirred overnight. The reaction mixture was concentrated, diluted with water and extracted with dichloromethane. The organic phase was dried over sodium sulfate, filtered and concentrated to give the title compound.1H NMR (300 MHz, CDCl3) delta 10.91 (br, IH), 8.26 (s, IH), 7.53 (s, IH), 4.43 (q, 2H), 1.40 (t, 3H).

The synthetic route of 867130-58-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ISAAC, Methvin; SLASSI, Abdelmalik; EDWARDS, Louise; DOVE, Peter; XIN, Tao; STEFANAC, Tomislav; WO2008/41075; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem