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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096233Generated: October 31, 2026

Cesium carbonate → 4-(3-Piperidin-1-yl-propyl)-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one

https://huagongshe.com/reaction/1096233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzene, 1-iodo-3-(trifluoromethyl)-HCID 67868—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-(3-Piperidin-1-yl-propyl)-[1,4]diazepan-5-oneHCID 66783026—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product4-(3-Piperidin-1-yl-propyl)-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-oneHCID 59159274260.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

A suspension of 0.02 g (0.10 mmol) of 4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one, 3-iodobenzotrifluoride 0.03 g (0.12 mmol), Pd(OAc)2 0.01 g (0.05 mmol), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl 0.03 g (0.05 mmol), cesium carbonate 0.16 g (0.5 mmol) in toluene (1 ml) was heated at 110° C. for 24 h. The reaction was then filtered, concentrated and the residue purified by preparative HPLC affording the title compound 0.1 g (26%) as a gum. MS: 384.2 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138175B2
Source datasetuspto-grants-2012_03
ORD IDord-737db5099ac24804a816ad315ea6be4b
Source noteuspto-grants-2012_03