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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473031Generated: October 30, 2026

tert-Butyl 3-((2-(methylthio)-5-(trifluoromethyl)pyrimidin-4-yl)ethynyl)benzoate → tert-Butyl 3-(2-(2-(methylthio)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)benzoate

https://huagongshe.com/reaction/1473031

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 3-((2-(methylthio)-5-(trifluoromethyl)pyrimidin-4-yl)ethynyl)benzoateHCID 71217514—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 3-(2-(2-(methylthio)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)benzoateHCID 71209436—

Reaction Steps

tert-Butyl 3-((2-(methylthio)-5-(trifluoromethyl)pyrimidin-4-yl)ethynyl)benzoate (I18) (0.624 g, 1.58 mmol) and 10% Pd/C (0.206 g) was taken up in THF (20 mL) and H2 bubbled through the mixture for 5 minutes before stirring at room temperature for 20 hours under a hydrogen atmosphere. The mixture was filtered through celite and concentrated under reduced pressure. This procedure was repeated twice with 10% Pd/C (0.212 g) and 20% Pearlman's catalyst (0.316 g) respectively to give the title compound (I19) as a yellow oil that was reacted without further purification. LCMS Method C: rt 7.14 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012461B2
Source datasetuspto-grants-2015_04
ORD IDord-0bae6c6f30a34c27a189b4805becf170
Source noteuspto-grants-2015_04