HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanobenzoyl chloride → HCID 46843292, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanobenzoyl chloride | HCID 80172 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | HCID 66677239 | HCID 66677239 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46843292 | HCID 46843292 | 89.3% |
Reaction Steps
3-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (50 mg, 0.24 mmol) and DIEA (0.05 mL, 0.29 mmol) were dissolved in THF (2 mL). 4-Cyanobenzoyl chloride (47.84 mg; 0.29 mmol) was added dropwise, and the reaction mixture was stirred at room temperature for 1 h. The crude reaction mixture was concentrated, and converted to the HCl salt by dissolving the crude material in MeOH (2 ml) and adding 1 M HCl/ether (2 equiv). The resulting solution was refrigerated overnight. The resulting precipitate was filtered and dried under vacuum to provide 22 (40 mg, 45% yield) as a pale yellow solid. LC-MS (M+H=337, obsd.=337).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-b9ef23edadd24a959e06b6e8401bf952 |
| Source note | uspto-grants-2014_10 |