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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59088Generated: October 25, 2026

Sodium Hydroxide → HCID 117821419, compound

https://huagongshe.com/reaction/59088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3,3,3-Trifluoro-1-propanolHCID 137512—
Reactant(2-Chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonateHCID 117821115—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventBenzeneHCID 241—
ProductHCID 117821419HCID 11782141911.5%

Reaction Steps

To a solution of (2-chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate (0.452 g, 1.54 mmol) in benzene (7 mL) were added 3,3,3-trifluoropropan-1-ol (0.264 g, 2.32 mmol), sodium hydroxide (5 M, 0.463 mL, 2.32 mmol) and tetrabutylammonium hydrogen sulfate (0.052 g, 0.15 mmol). The mixture was stirred vigourously over night at room temperature. The mixture was filtered through a short silica plug with magnesium sulfate on top. The filter was washed with EtOAc. The mixture was purified by preparative HPLC to give 2-chloro-4-(1-ethoxyvinyl)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidine 0.055 g 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-858020decce040b0a2758796bc369d3b
Source noteuspto-grants-2016_09