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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272903Generated: October 31, 2026

Potassium Carbonate → 4-[4-(3-Thiomorpholin-4-ylpropoxy)phenyl]tetrahydropyran-4-carbonitrile

https://huagongshe.com/reaction/272903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(3-Chloro-propyl)-thiomorpholineHCID 23091686—
Reactant4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrileHCID 59837394—
SolventDimethylformamideHCID 6228—
Product4-[4-(3-Thiomorpholin-4-ylpropoxy)phenyl]tetrahydropyran-4-carbonitrileHCID 5983749629%

Reaction Steps

4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile (750 mg, 3.69 mmol), 4-(3-chloro-propyl)-thiomorpholine (1.06 g, 5.91 mmol), DMF (15 ml) and K2CO3 (2.05 g, 14.83 mmol) were reacted together according to general procedure E. Purification by chromatography on silica, eluant DCM:MeOH:NH3 (96:3:1) provided the title compound (365 mg, 29%) as an off white solid. 1H NMR (400 MHz, CDCl3), δ 7.37 (d, 2H), 6.93 (d, 2H), 4.12-4.04 (m, 2H), 4.01 (t, 2H), 3.89 (td, 2H), 2.77-2.64 (m, 8H), 2.54 (t, 2H), 2.16-1.99 (m, 4H), 1.95 (p, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456164B2
Source datasetuspto-grants-2008_11
ORD IDord-c0053c10146647d498ea73bc7a5f6c5e
Source noteuspto-grants-2008_11