ChemicalBook CAS DataBase List 3-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE

3-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE synthesis

5synthesis methods

Product Name:3-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE
CAS Number:4805-70-3
Molecular formula:C8H7BrN2
Molecular Weight:211.06

934-37-2 Synthesis

934-37-2
74 suppliers
$25.00/250mg

4805-70-3
39 suppliers
$61.00/250mg

Yield:4805-70-3 95%

Reaction Conditions:

with anhydrous sodium carbonate;pyridinium hydrobromide perbromide in N,N-dimethyl-formamide at 25 - 43; for 0.5 h;Sonication;Schlenk technique;Green chemistry;regioselective reaction;

Steps:

3-Bromo-2-phenylimidazo[1,2-a]pyridine (3a); Typical Procedure

General procedure: A mixture of 2-phenylimidazo[1,2-a]pyridine (1a; 38.8 mg, 0.20 mmol), pyridinium tribromide (2a; 63.9 mg, 0.20 mmol) and Na2CO3 (21.2 mg, 0.2 mmol) in DMF (2.0 mL) in a Schlenk tube at r.t. was subjected to ultrasonic irradiation JP-120ST(Skymen) for 30 min. After the reaction was complete, the mixture was extracted with EtOAc (3 5 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and filtered. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography (silica gel, 200-300 mesh) to give desired product 3a.

References:

Jiang, Hongmei;Guo, Dingyi;Zhang, Yixin;Shen, Qin-Peng;Tang, Shiyun;You, Junheng;Huo, Yi;Wang, Huixian;Gui, Qing-Wen [Synthesis,2020,vol. 52,# 18,p. 2713 - 2720]