Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886895Generated: October 31, 2026

Piperidine → HCID 68578121, compound

https://huagongshe.com/reaction/886895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant1,4-DioxaneHCID 31275—
ReactantSodium t-butoxideHCID 23676156—
ReactantTert-butyl 9-bromo-2,3-dihydrobenzo[F][1,4]oxazepine-4(5H)-carboxylateHCID 59403519—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventWaterHCID 962—
ProductHCID 68578121HCID 6857812164.3%

Reaction Steps

A solution of tert-butyl 9-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (200 mg, 0.609 mmol), piperidine (0.522 ml, 6.13 mmol), X-phos (17.4 mg, 0.0365 mmol), tris(dibenzylideneacetone)dipalladium(0) (11.0 mg, 0.0120 mmol), sodium tert-butoxide (87.5 mg, 0.912 mmol) and dioxane (4 ml) was stirred at 80° C. for 3 hr under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give the desired product (130 mg, 64.3%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-311a02d858914c1da977216163e800f5
Source noteuspto-grants-2012_08