HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[3-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-ylsulfanyl]-butyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-bromobutyrate | HCID 107604 | — |
| Reactant | 3-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridine-2-thione | HCID 59176761 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[3-(5-Chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-ylsulfanyl]-butyric acid methyl ester | HCID 24899030 | — |
Reaction Steps
A mixture of 60 mg (0.18 mmol) of 3-(5-chloro-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridine-2-thione and 38 mg (0.21 mmol) of methyl 4-bromobutyrate and 58 mg (0.42 mmol) of potassium carbonate in 2 mL of DMF is stirred at room temperature for 18 h. The mixture is diluted with water and the product is extracted with ethyl acetate. The organic layer is washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel eluted with 1˜5% methanol in dichloromethane to give the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193214B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-fa363b3007d9445dad74f31f02661541 |
| Source note | uspto-grants-2012_06 |