New synthesis of 3-methoxy-4-substituted pyrazole derivatives

Author:

Cottineau Bertrand,Chenault Jacques,Guillaumet Gérald

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference14 articles.

1. New Potent Antihyperglycemic Agents in db/db Mice:  Synthesis and Structure−Activity Relationship Studies of (4-Substituted benzyl)(trifluoromethyl)pyrazoles and -pyrazolones

2. An Efficient Synthesis of Tetrasubstituted Pyrazoles

3. Synthesis and hypoglycemic evaluation of substituted pyrazole-4-carboxylic acids

4. Synthesis of compounds 4a–c, general procedure: To a stirred solution of CSA (23mg, 0.1mmol) in 5mL of alcohol was added pyrazole 3 (140mg, 1mmol). The resulting mixture was stirred at rt for 1h, then 15mL of a saturated NaHCO3 solution and 15mL of CH2Cl2 were added. The organic layer was separated, dried over MgSO4 and concentrated under vacuum to give a colourless oil. Synthesis of compounds 4d–h, general procedure: To a stirred solution of CSA (23mg, 0.1mmol) and alcohol or thiol (3mmol) in 5mL of CH2Cl2 was added pyrazole 3 (140mg, 1mmol). The resulting mixture was stirred at rt for 1h, then 15mL of a saturated NaHCO3 solution and 15mL of CH2Cl2 were added. The organic layer was separated, dried over MgSO4 and concentrated under vacuum to give a colourless oil.

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