HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 46843366, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Cyanophenyl isocyanate | HCID 170380 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | HCID 66677239 | HCID 66677239 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46843366 | HCID 46843366 | 128.8% |
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 (0.04 mL, 0.24 mmol) were dissolved in DCM (2 mL). 4-Cyanophenyl isocyanate (34 mg, 0.24 mmol) was added and the reaction mixture was stirred overnight at room temperature. 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. Additional ether was added to drive precipitate formation. The resulting precipitate was filtered and dried under vacuum to provide 28 (60 mg, 64% yield) as a yellow solid. LC-MS (M+H=353, obsd.=353).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-7a4d365ca3a14441abbcd20c2bf9b5f3 |
| Source note | uspto-grants-2014_10 |