Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251367Generated: November 2, 2026

4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrile → (+/-)-N-[4-(2-benzothiophenyl)-tetrahydro-4H-thiopyran-4-yl]-3-methyl-piperidine

https://huagongshe.com/reaction/1251367

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrileHCID 18323945—
ReactantHCID 178419611HCID 178419611—
SolventDiethyl EtherHCID 3283—
Product(+/-)-N-[4-(2-benzothiophenyl)-tetrahydro-4H-thiopyran-4-yl]-3-methyl-piperidineHCID 15408086—

Reaction Steps

4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrile (2 g, 8.9 mmoles) dissolved in 50 ml of anhydrous ether is introduced dropwise into a 2-benzothiophenylmagnesium bromide (44.7 mmoles) solution. Ether is heated under reflux for 20 hours. After the usual treatment, a brown oil is obtained (1.7 g) which is chromatographed on 60 g of alumina eluting with an EP/EA (95/5) mixture. In this way, a white solid is obtained (1.2 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342511B1
Source datasetuspto-grants-2002_01
ORD IDord-9818a6b9dbea43f88644d99626363d02
Source noteuspto-grants-2002_01