HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66671289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 3-Bromo-4-chlorothieno(3,2-c)pyridine | HCID 18450773 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66671289 | HCID 66671289 | 44% |
Reaction Steps
3-Bromo-4-chloro-thieno[3,2-c]pyridine (409 mg, 16.5 mmol) was dissolved in anhydrous EtOH (20 ml), and 2-picolylamine (184 μl, 17.9 mmol) and triethylamine (241 μl, 17.3 mmol) were added. The reaction was heated to reflux and this was maintained for 24 h. The reaction was then allowed to cool to room temperature. The solvent was removed in vacuo and the residue partitioned between DCM (20 ml) and a saturated sodium, chloride solution (20 ml). The organic layer was dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was subjected to flash column chromatography (eluent petroleum spirit 40-60° C.:EtOAc, 3:1, Rf 0.3). This afforded the title compound as a yellow solid (236 mg, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216992B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f5ff4d188278470fad459c76ef3b6164 |
| Source note | uspto-grants-2015_12 |