Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 70108749 | HCID 70108749 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66993273 | HCID 66993273 | 26% |
Reaction Steps
To a solution of (E)-(R)-2-[2-(4-{3-[1-(2,3-dihydrobenzofuran-5-yl)-1,3,4,9-tetrahydro-β-carbolin-2-yl]-3-oxo-propenyl}-phenoxy)ethyl]isoindole-1,3-dione (0.85 g, 1.4 mmol) in 50 mL of MeOH:THF was added hydrazine (0.38 mL, 3 equiv., 35% in water). The resulting mixture was stirred at 45° C. for 4 hours. Evaporation in vacuo and flash chromatography with DCM:MeOH (80.20) as eluting solvent gave the title compound (0.17 g, 26%) as yellow powder. MP: 186° C. Analysis for C30H29N3O3. 0.3CH2Cl2 : Calculated: C,72.06; H,5.91; N,8.32; Found C,72.12; H,6.08; N,8.6%. [α]D20 =-285 (c=0.29, MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06117881 |
|---|
| Source dataset | uspto-grants-2000_09 |
|---|
| ORD ID | ord-5d1a51c3f1fa4c1193cf5e4f7700d1f5 |
|---|
| Source note | uspto-grants-2000_09 |
|---|