HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182270Generated: October 26, 2026
Water → Tert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylate
https://huagongshe.com/reaction/2182270
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-(Pyridin-3-yl)-4-tert-butoxycarbonylhomopiperazine | HCID 10802494 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylate | HCID 22478562 | — |
Reaction Steps
1-(3-Pyridyl)-4-tert-butoxycarbonyl homopiperazine (25.0 g, 90.1 mmol) was solved in acetonitrile (400 ml) and cooled to 0° C. N-Bromosuccinimide (19.3 g, 108.2 mmol) was added during 10 min. Water (400 ml) was added and the mixture was extracted twice with diethyl ether (200 ml). Chromatography on silica gel with a mixture of petroleum: ethyl acetate (1:1) gave the title compound as free base. Yield 18.7 g, 58%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06897219B2 |
|---|
| Source dataset | uspto-grants-2005_05 |
|---|
| ORD ID | ord-ef958457bc004d1daadb6440c6752247 |
|---|
| Source note | uspto-grants-2005_05 |
|---|