HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(3-bromopropyl)carbamate → tert-butyl 3-(4-[3-(acetylamino)phenyl]-3,6-dihydro-1(2H)-pyridinyl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(3-bromopropyl)carbamate | HCID 4460490 | — |
| Reactant | N-(3-(1,2,3,6-Tetrahydropyridin-4-yl)phenyl)acetamide | HCID 21957228 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-butyl 3-(4-[3-(acetylamino)phenyl]-3,6-dihydro-1(2H)-pyridinyl)propylcarbamate | HCID 21957172 | — |
Reaction Steps
The reaction of tert-butyl N-(3-bromopropyl)carbamate and N-[3-(1,2,3,6-tetrahydro-4-pyridinyl)phenyl]acetamide in refluxing dioxane with catalytic Bu4NI and base as described in Scheme A gave tert-butyl 3-(4-[3-(acetylamino)phenyl]-3,6-dihydro-1(2H)-pyridinyl)propylcarbamate. Deprotection of the BOC group using HCl in dioxane followed by basification (pH 11-12) gave the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727264B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-dba1637ede634042b9668737f089e5cd |
| Source note | uspto-grants-2004_04 |