HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1,1-Dimethylethyl 6,7-dihydro-2-(hydroxymethyl)thieno[3,2-c]pyridine-5(4H)-carboxylate | HCID 11845606 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 2-((methylsulfonyloxy)methyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate | HCID 86635666 | — |
Reaction Steps
To a dichloromethane solution (22 ml) of tert-butyl 2-(hydroxymethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate (5.3 mmol) was added triethylamine (21.2 mmol) and methane sulfonyl chloride (7.95 mmol) at 0° C. and the resulting reaction mixture was stirred at same temperature for 2 h (monitored by TLC). The reaction was diluted with dichloromethane, successively washed with water and brine and finally dried over sodium sulfate. Evaporation of the organic layer under reduced pressure gave the crude product which was used directly in the next step. Yield: quantitative
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268814B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-dc77401ead2e4a4e9ee79dedb09c8b15 |
| Source note | uspto-grants-2012_09 |