HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-(1-{[(tert-butoxy)carbonyl]amino}cyclopropyl)-3-oxopropanoate → ethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-(1-{[(tert-butoxy)carbonyl]amino}cyclopropyl)-3-oxopropanoate | HCID 89781999 | — |
| Reactant | 2-Bromo-1-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)ethanone | HCID 89782086 | — |
| Reactant | ethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate | HCID 89783651 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl 2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-5-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate | HCID 89784345 | 85% |
Reaction Steps
This compound (1.07 g, 85% yield) as a yellow amorphous solid was prepared according to the procedures described for Intermediate 324b, using 2-bromo-1-(6-fluoro-3-(isopropylamino)-2-methylquinoxalin-5-yl)ethanone (619) (840 mg, 2.47 mmol), ethyl 3-(1-((tert-butoxycarbonyl)amino)cyclopropyl)-3-oxopropanoate (604) (804 mg, 2.96 mmol) as the starting materials, followed by the subsequent treatment of the resulting 330a (m/z (ESI, +ve) 531.2 (M+H)+) with NH4OAc (952 mg, 12.35 mmol) in 3 mL of EtOH and 1.5 mL of HOAc at 50° C. for 4 h. m/z (ESI, +ve) 512.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394297B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-b61d6964bf2e4d28b6e4572c6ea0de23 |
| Source note | uspto-grants-2016_07 |