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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220052Generated: October 29, 2026

Thiomorpholine → {3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(thiomorpholin-4-yl)methanone

https://huagongshe.com/reaction/220052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiomorpholineHCID 67164—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Nitrophenyl 3-[4-(2,2-difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidine-1-carboxylateHCID 59606576—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product{3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(thiomorpholin-4-yl)methanoneHCID 59606564—

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of 56.0 mg (0.065 mmol, purity 60%) of the compound from Example 62A in 1-methyl-2-pyrrolidone (2.0 ml) was admixed with 37.0 μl (40.0 mg, 0.390 mmol) of thiomorpholine and 34.0 μl (25.0 mg, 0.195 mmol) of N,N-diisopropylethylamine and then heated in a single-mode microwave (Emrys Optimizer) at 150° C. for 30 min. For workup, the reaction solutions were combined and purified directly by means of preparative HPLC. Yield: 14.7 mg (47% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202862B2
Source datasetuspto-grants-2012_06
ORD IDord-a89d5348868a4001b44b94d681aac90d
Source noteuspto-grants-2012_06