Back
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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant1-(Pyridin-3-yl)-4-tert-butoxycarbonylhomopiperazineHCID 10802494—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylateHCID 22478562—

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897219B2
Source datasetuspto-grants-2005_05
ORD IDord-ef958457bc004d1daadb6440c6752247
Source noteuspto-grants-2005_05