HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Thioglycolate | HCID 12185 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Ethyl 4-chloro-3-formyl-5,6-dihydro-2H-pyridine-1-carboxylate | HCID 3024580 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate | HCID 14254905 | — |
Reaction Steps
To a solution of ethyl 4-chloro-5-formyl-3,6-dihydropyridine-1(2H)-carboxylate (1 eq) obtained from step II in pyridine was added triethyl amine (1.5 eq.), ethyl thioglycolate (1 eq.) at 0° C. and the reaction mixture was stirred for overnight. A solution of KOH (1.5 eq) in water was added at 0° C. and further stirred at room temperature for 1 h Water was added and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the desired diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440830B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-93ba4230e1124f93a0d1de608bdd39eb |
| Source note | uspto-grants-2013_05 |