HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 3-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)sulfonyl]-5-iodo-1-(phenylsulfonyl)-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Reactant | ethyl 5-iodo-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate | HCID 86601816 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)sulfonyl]-5-iodo-1-(phenylsulfonyl)-1H-indole-2-carboxylate | HCID 67375255 | — |
Reaction Steps
The product from Example 4 Step C (235 mg) was combined with Boc-ethylenediamine (74 μL) and triethylamine (178 μL) in 3 mL of dichloromethane and stirred at room temperature for 1 hour. The reaction was diluted with EtOAc and washed with saturated NaHCO3 and brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using EtOAc/hexane as mobile phase to give the titled compound. ESI+ MS: 678 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008295B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-a40fc2bbbe1b484e9d67af870a9a8e4f |
| Source note | uspto-grants-2011_08 |