HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 3-{1-[(2-aminoethyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 3-(1-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]sulfonyl}-4-piperidinyl)-5-phenyl-1H-indole-7-carboxamide | HCID 59003367 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-{1-[(2-aminoethyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide | HCID 11611619 | 50% |
Reaction Steps
To a solution of 3-(1-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]sulfonyl}-4-piperidinyl)-5-phenyl-1H-indole-7-carboxamide (70 mg, 0.13 mmol) in EtOH (2 mL) at room temperature, hydrazine (0.3 mL) was added. The reaction mixture was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure and the resulting residue purified by reverse phase HPLC eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) to give the title compound (26.9 mg, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858796B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-8bd1cbea024342989b6a0b7efd977113 |
| Source note | uspto-grants-2010_12 |