HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-tert-Butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Thioglycolate | HCID 12185 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | N-(tert-butoxycarbonyl)piperidine | HCID 7010304 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5-tert-Butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate | HCID 11845415 | — |
Reaction Steps
5-tert-butyl 2-ethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate was prepared according to the procedure as outlined in Example 1, (Step 1). Starting from tert-butyl-1-piperidinecarboxylate (9.9 g, 50 mmol), POCl3 (6.3 g, 40 mmol) and DMF (3.8 g, 50 mmol). The chloroformyl intermediate was reacted with ethyl mercaptoacetate (6.0 g, 50 mmol) and Et3N. The product was purified by SiO2 column chromatography by eluting it with 3:1 hexane; ethylacetae. Yield: 8.7 g, 56%; White liquid. (M+H) 312.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112582B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-cd3deb7dc9014bacb78e7a8cfa42af93 |
| Source note | uspto-grants-2006_09 |