HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 178487817, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178487955 | HCID 178487955 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178487817 | HCID 178487817 | 49% |
Reaction Steps
Potassium carbonate (2.49 g, 18.03 mmol, 3.0 eq) is added at room temperature to a stirred solution of 2-bromo-[trans-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexyl]-N-(4-hydroxy-6-methoxy-[1,5]naphthyridin-3-yl)-acetamide (3.24 g, 6.01 mmol, 1.0 eq) in N,N-dimethylformamide (30 mL). After 16 hours stirring at room temperature and 2 hours stirring at 55° C., solvent is removed and the residue is purified by column chromatography (silica gel, eluent: dichloromethane:methanol, 50:1, v/v) to afford 2-[trans-4-(6-methoxy-2-oxo-2,3-dihydro-1H-4-oxa-1,5,9-triaza-phenanthren-3-yl)-cyclohexyl]-isoindole-1,3-dione as a light yellow solid (1.35 g, 49% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120822B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a1f2ff8b0a6349ab93417fd96462352c |
| Source note | uspto-grants-2015_09 |