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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376764Generated: October 27, 2026

p-Toluenesulfonic acid → 5-(2,3-Difluoro-4-hydroxyphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine

https://huagongshe.com/reaction/376764

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant5-(4-Benzyloxy-2,3-difluorophenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidineHCID 17869398—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product5-(2,3-Difluoro-4-hydroxyphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidineHCID 1935910874.1%

Reaction Steps

1.5 g of 10 percent palladium/charcoal and 0.1 g of 4-toluenesulfonic acid are added to a solution of 14 mmol of 5-(4-benzyloxy-2,3-difluorophenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine in 200 ml of THF. The mixture is stirred at 50° C. under hydrogen in a suitable apparatus until the take-up of hydrogen is complete, the catalyst is filtered off, and the solvent is removed in vacuo. Purification by recrystallization from acetonitrile gives 4.0 g (73%) of a colorless solid, m.p. 150-155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022492
Source datasetuspto-grants-2000_02
ORD IDord-560ae4ef0e544c738813490c03d4ef52
Source noteuspto-grants-2000_02