HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-1-(thiophen-3-yl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 6-Aminoisoquinoline | HCID 588991 | — |
| Reactant | 3-((tert-Butoxycarbonyl)amino)-3-(thiophen-3-yl)propanoic acid | HCID 2764536 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-1-(thiophen-3-yl)propylcarbamate | HCID 59161737 | — |
Reaction Steps
To 3-(tert-butyoxcarbonylamino)-3-(thiophen-3-yl)propanoic acid (E4) in pyridine was added EDC, DMAP, and 6-aminoisoquinoline. The solution was stirred for 10 hours at room temperature. The mixture was poured into NaHCO3(sat) and extracted with EtOAc, dried (Na2SO4), filtered, and evaporated. Column chromatography (SiO2, 5% MeOH/CH2Cl2) gave pure tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-1-(thiophen-3-yl)propylcarbamate (E5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153656B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-5a5b10b3996b48f094c80ba2858ba1f0 |
| Source note | uspto-grants-2012_04 |