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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564404Generated: October 26, 2026

Tetrahydrothiopyran-4-one → n-(2-Oxo-2-{[1-(tetrahydro-2h-thiopyran-4-yl)pyrrolidin-3-yl]amino}ethyl)-3-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/564404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrothiopyran-4-oneHCID 66173—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantRel-n-(2-{[(3r,4r)-4-(allyloxy)-1-(tetrahydro-2h-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamideHCID 67005152—
Productn-(2-Oxo-2-{[1-(tetrahydro-2h-thiopyran-4-yl)pyrrolidin-3-yl]amino}ethyl)-3-(trifluoromethyl)benzamideHCID 67005295—

Reaction Steps

The title compound was synthesized in similar fashion to rel-N-(2-{[(3R,4R)-4-(allyloxy)-1-(tetrahydro-2H-pyran-4-yl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide, tetrahydro-4H-thiopyran-4-one was substituted for tetrahydro-4H-pyran-4-one and was isolated as a white solid. 1H-NMR (DMSO) δ: 1.48-1.60 (m, 2H), 1.90-2.50 (m, 8H), 2.60-2.70 (m, 2H), 2.79-2.96 (m, 2×), 3.70-4.05 (m, 6H), 5.05-5.25 (m, 2H), 5.75-5.95 (m, 1H), 7.70 (t, J=8.2 Hz, 1H), 7.93 (d, J=8.2 Hz, 1H), 8.18 (m, 2H), 9.00 (m, 1H). MS m/z: 472 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067457B2
Source datasetuspto-grants-2011_11
ORD IDord-a8b026b76cab4e2b8a9644377b9beef3
Source noteuspto-grants-2011_11