반응 #303158

반응 방정식

3-bromomethyl-5-chloro-benzo[b]thiophene

imidazo[1,2-a]pyridin-2-one hydrobromide salt

→

desired compound

3-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one

용매

THF

반응 조건

후처리

1. 1
   기타the mixture is quenched with saturated ammonium chloride solution
2. 2
   추출The product is extracted with ethyl acetate
3. 3
   세척The organic layer is washed with water and brine
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타The residue is purified by flash chromatography

실험 절차

A mixture of 100 mg (0.47 mmol) of imidazo[1,2-a]pyridin-2-one hydrobromide salt and 122 mg (0.47 mmol) 3-bromomethyl-5-chloro-benzo[b]thiophene in 5 mL of THF is treated with 1 mL (1.0 mmol) of 1M lithium bis(trimethylsilyl)amide THF solution at −78° C. The resulting mixture is stirred this temperature for 1 h and the mixture is quenched with saturated ammonium chloride solution. The product is extracted with ethyl acetate. The organic layer is washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography to give the desired compound.

출처