HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-Butyl 2-((4-methylpiperazin-1-yl)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | tert-Butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate | HCID 86635666 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 2-((4-methylpiperazin-1-yl)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate | HCID 57948670 | 50% |
Reaction Steps
Potassium carbonate (26.5 mmol) and N-methylpiperazine (6.36 mmol) was added to a solution of tert-butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno-[3,2-c]pyridine-5(4H)-carboxylate (5.3 mmol) in toluene (30 ml). The reaction mixture obtained was heated under reflux for 16 hours. The reaction temperature was then reduced to 25° C. and the reaction mixture was diluted with ethyl acetate. The reaction mixture was washed with water and saturated sodium chloride solution and dried over sodium sulfate. After the solvent had been removed under reduced pressure, the crude product obtained was purified by column chromatography (5% methanol in methylene chloride). The desired product was obtained in a yield of 50%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268814B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-619a8effcbe44fa4be59cf0a8d0519c1 |
| Source note | uspto-grants-2012_09 |