HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(6-aminoisoquinolin-1-yl)-N-[(tert-butoxy)carbonyl]carbamate → di-tert-butyl (6-{[(4-bromo-1-trityl-1H-imidazol-2-yl) (5-ethyl-2-fluoro-3-(2-oxopyrrolidin-1-yl)phenyl)methyl]amino}isoquinolin-1-yl)imidodicarbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(6-aminoisoquinolin-1-yl)-N-[(tert-butoxy)carbonyl]carbamate | HCID 58717298 | — |
| Reactant | 1-(3-((4-bromo-1-trityl-1H-imidazol-2-yl)(hydroxy)methyl)-5-ethyl-2-fluorophenyl)pyrrolidin-2-one | HCID 68813034 | — |
| Reactant | 4-bromo-2-(chloro(5-ethyl-2-fluoro-3-methoxyphenyl)methyl)-1-trityl-1H-imidazole | HCID 68816884 | — |
| Reactant | di-tert-butyl (6-{[(4-bromo-1-trityl-1H-imidazol-2-yl)(5-ethyl-2-fluoro-3-methoxyphenyl)methyl]amino}isoquinolin-1-yl)imidodicarbonate | HCID 86607941 | — |
| Product | di-tert-butyl (6-{[(4-bromo-1-trityl-1H-imidazol-2-yl) (5-ethyl-2-fluoro-3-(2-oxopyrrolidin-1-yl)phenyl)methyl]amino}isoquinolin-1-yl)imidodicarbonate | HCID 86607945 | — |
Reaction Steps
According to the procedure for the preparation of Intermediate 206.4, Intermediate 398.3 (65 mg, 0.104 mmol) was converted to the chloro intermediate, then displaced with di-tert-butyl (6-aminoisoquinolin-1-yl)imidodicarbonate (rt for 14 h) to afford after flash chromatography (0 to 100% EtOAc/hexanes gradient) 53.3 mg of Intermediate 398.4 as a colorless solid. LCMS (2 min gradient) RT=2.14 min, 723.1 (M+(H−Tr)+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576098B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-de5de1de786f4dfd9e4c6939aa28e91e |
| Source note | uspto-grants-2009_08 |