HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10580Generated: October 25, 2026
4-Methoxybenzylamine → 4-[1-(4-Methoxybenzyl)amino-5-isoquinolyl]amino-1-(tert-butoxycarbonyl)piperidine
https://huagongshe.com/reaction/10580
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | 4-(1-Chloro-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine | HCID 21979829 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[1-(4-Methoxybenzyl)amino-5-isoquinolyl]amino-1-(tert-butoxycarbonyl)piperidine | HCID 21979935 | — |
Reaction Steps
A suspension of Intermediate 84 (235 mg), 4-methoxybenzylamine (110 μl), tris(dibenzylideneacetone)dipalladium(0) (30.4 mg), 2-(di-tert-butylphosphino)biphenyl (41.0 mg) and sodium tert-butoxide (93.6 mg) in toluene (4.5 ml) was stirred at 70° C. for 1 hour. The reaction mixture was filtered through a Celite layer, and the solvent was evaporated under reduced pressure. Then, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to obtain the title compound (270 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07094789B2 |
|---|
| Source dataset | uspto-grants-2006_08 |
|---|
| ORD ID | ord-d189c45fbcf042a78bf55612f254a951 |
|---|
| Source note | uspto-grants-2006_08 |
|---|
