HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66819479, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl (3-aminopropyl)carbamate | HCID 2735700 | — |
| Reactant | N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-chloroacetamide | HCID 9814438 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66819479 | HCID 66819479 | 44.3% |
Reaction Steps
To a stirred suspension of 2-chloro-N-(6-oxo-5,6-dihydro-phenanthridin-2-yl)-acetamide (XVIII, Lg=Cl) (50 mg, 0.17 mmol) in N,N-dimethylformamide (2 mL), (3-amino-propyl)-carbamic acid tert-butyl ester (0.09 mL, 0.51 mmol) and triethylamine (0.036 mL, 0.26 mmol) were added. The reaction mixture was stirred at room temperature overnight, evaporated to dryness and then purified through by preparative HPLC on a Waters X Terra RP 18 (19×250 mm, 5 μm) column. Mobile phase A was 0.05% ammonium hydroxide/acetonitrile:95/5 and mobile phase B was acetonitrile/water:95/5. Gradient from 10 to 75% B in 15 min. Fractions containing the desired compound were dried, affording 32 mg (44% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877944B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0542c9c8f9eb418981ce8057a7a131cf |
| Source note | uspto-grants-2014_11 |