HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 12018133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 12018143 | HCID 12018143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12018133 | HCID 12018133 | 93.2% |
Reaction Steps
To a solution of 3-(1-methylindol-3-yl)-4-[3-(3-azidopropyloxy)phenyl]-1H-pyrrole-2,5-dione (0.4 g, 1 mmol) in THF (20 mL) was added Ph3P (0.25 g, 1.1 eq.), followed by the H2O (0.017 mL). The resulting mixture was stirred at room temperature for 48 h and then concentrated in vacuo. The residue was purified on a silica gel column with 8% (10% NH4OH in methanol) in CH2Cl2 to give 3-(1-methylindol-3-yl)-4-[3-(3-aminopropyloxy)-phenyl]-1H-pyrrole-2,5-dione (0.35 g) which was converted to HCl salt and recrystalized to give 3-(1-methylindol-3-yl)-4-[3-(3-aminopropyloxy)phenyl]-1H-pyrrole-2,5-dione (0.21 g) as the HCl salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479490B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-07e1498ecd2c4f448a4b97cc56cb29f8 |
| Source note | uspto-grants-2002_11 |