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ChemicalBook CAS DataBase List 4-BROMO-3-(4-METHOXYPHENYL)-1-METHYL-1H-PYRAZOLE

4-BROMO-3-(4-METHOXYPHENYL)-1-METHYL-1H-PYRAZOLE synthesis

3synthesis methods
-

Yield:474706-38-2 90%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 20; for 1.5 h;regioselective reaction;

Steps:

5.1.4. General method C for the synthesis of compounds 11 and 12a-c

General procedure: A solution of the appropriate 3-aryl-1H-pyrazole 9 or 10a-c(1 mmol) in DMF (2 mL) was treated with NBS (0.18 g, 1 mmol) insmall portions. After 90 min at room temperature, the reactionmixture was evaporated under reduced pressure and the resultingresidue dissolved with CH2Cl2 (10 mL), which was washed with asaturated solution of NaHCO3 (5 mL) and brine (5 mL), dried and evaporated. The residue was purified by column chromatographyon silica gel.

References:

Bortolozzi, Roberta;Brancale, Andrea;Camacho, Maria Encarnacion;Ferla, Salvatore;Grillo, Elisabetta;Hamel, Ernest;Mariotto, E.;Oliva, P.;Padroni, Chiara;Romagnoli, R.;Ronca, Roberto;Rruga, Fatlum;Salvador, Maria Kimatrai;Viola, Giampietro [European Journal of Medicinal Chemistry,2019,vol. 181]