HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 60207723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | (E)-6-(2-(tert-butoxycarbonylamino)phenylamino)-6-oxohex-3-enyl methanesulfonate | HCID 60207708 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 60207723 | HCID 60207723 | 88% |
Reaction Steps
To a solution of (E)-6-(2-(tert-butoxycarbonylamino)phenylamino)-6-oxohex-3-enyl methanesulfonate (358 mg, 0.9 mmol) in DMF (5 mL) was added NH3.H2O (20 mL) at 0° C. and stirred at the same temperature for 0.5 hour, then the reaction mixture was stirred at room temperature for 12 hr, then water (100 mL) was added, the mixture was extracted with DCM (3×50 mL), the combined organic layers were washed with brine, dried over Na2SO4 and concentrated to give the desired compound of (E)-tert-butyl 2-(6-aminohex-3-enamido)phenylcarbamate (100 mg, 88%) as a white solid after purification by column chromatography (eluent: DCM:MeOH=50:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265734B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-306f9e4f9e34438fadb47b59b203c74d |
| Source note | uspto-grants-2016_02 |