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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365936Generated: October 26, 2026

Triethylamine → (R)-2,3-Dihydrobenzo[1,4]dioxin-2-yl-[(S*)-3-(3-methoxyphenyl)piperidin-1-yl]methanone

https://huagongshe.com/reaction/2365936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chlorideHCID 7022160—
Reactant3-(3-Methoxyphenyl)piperidine hydrochlorideHCID 19987255—
SolventDichloromethaneHCID 6344—
Product(R)-2,3-Dihydrobenzo[1,4]dioxin-2-yl-[(S*)-3-(3-methoxyphenyl)piperidin-1-yl]methanoneHCID 66727415—

Reaction Steps

(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chloride (54 mg, 0.27 mmol) was dissolved in DCM (4 ml). 3-(3-Methoxyphenyl)piperidine HCl (72 mg, 0.26 mmol) and triethylamine (59 mg, 0.58 mmol) were added. After stirring for 1 h, acidic work-up as above gave the crude product, which was purified by flash chromatography using heptane/EtOAc as eluent. The second eluting diastereomer was collected to give 19 mg of A14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697723B2
Source datasetuspto-grants-2014_04
ORD IDord-9a02a270e2944c12a6a0c1db9d7d62c9
Source noteuspto-grants-2014_04