HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene, 1-isocyanato-2-methoxy- → HCID 46843372, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene, 1-isocyanato-2-methoxy- | HCID 69695 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | HCID 66677239 | HCID 66677239 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46843372 | HCID 46843372 | 67.8% |
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). 2-Methoxyphenyl isocyanate (0.03 mL, 0.24 mmol) was added dropwise, and the reaction solution 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 31 (32 mg, 33% yield) as a yellow solid. LC-MS (M+H=357, obsd.=357).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-391e1b53e04b4ec9b757c509b4d3bf51 |
| Source note | uspto-grants-2014_10 |