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-(2-bromophenyl)-1-trityl-1H-imidazol-2-yl)(3-ethoxy-5-ethyl-2-fluorophenyl)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 | (4-(2-bromophenyl)-1-trityl-1H-imidazol-2-yl)(3-ethoxy-5-ethyl-2-fluorophenyl)methanol | HCID 68812961 | — |
| 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-(2-bromophenyl)-1-trityl-1H-imidazol-2-yl)(3-ethoxy-5-ethyl-2-fluorophenyl)methyl]amino}isoquinolin-1-yl)imidodicarbonate | HCID 86607943 | — |
Reaction Steps
According to the procedure for the preparation of Intermediate 206.4, Intermediate 217.3 (424 mg, 0.641 mmol) was converted to the chloro intermediate, then displaced with di-tert-butyl (6-aminoisoquinolin-1-yl)imidodicarbonate to afford after flash chromatography (0 to 60% EtOAc/hexanes gradient) 615 mg of intermediate 217.4 as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576098B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-aab145f98ea04cbaa9918bb09ab3bd66 |
| Source note | uspto-grants-2009_08 |