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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1617323Generated: November 1, 2026

N-((1S)-1-(4-Bromophenyl)ethyl)acetamide → HCID 71617627, compound

https://huagongshe.com/reaction/1617323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-((1S)-1-(4-Bromophenyl)ethyl)acetamideHCID 793484—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 20393878HCID 20393878—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71617627HCID 71617627—

Reaction Conditions

Temperature70 °C

Reaction Steps

80 mg (0.37 mmol) 4-(4-Propoxy-phenyl)-piperidine (II.3) are added to a mixture of 88 mg (0.37 mmol) (S)—N-[1-(4-bromo-phenyl)-ethyl]-acetamide (III.1), 145 mg (97%, 1.46 mmol) sodium tert-butyrat, 44 mg (0.15 mmol) 2-(di-tert-butylphosphino)biphenyl and 33 mg (0.036 mmol) tris-(dibenzylidenaceton)-dipalladium(0) in 2.0 mL 1,4-dioxane. The mixture is stirred for 12 h at 70° C. After that time, the mixture is filtered over celite, the solvent is removed in vacuo and the residue is purified by HPLC (column: Waters XBridge 5 μM; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765959B2
Source datasetuspto-grants-2014_07
ORD IDord-c2e02e5eb6b84f778005a9e18d6176d7
Source noteuspto-grants-2014_07