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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715205Generated: November 1, 2026

Cesium fluoride → HCID 57856043, compound

https://huagongshe.com/reaction/1715205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-BromopyrimidineHCID 78345—
Reactant1-Benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrroleHCID 11460319—
CatalystHCID 178418397HCID 178418397—
ProductHCID 57856043HCID 5785604322.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-bromopyrimidine (0.88 g) in dry tetrahydrofuran (30 mL) 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole (P13, 1.21 g), tetrakis(triphenylphosphine)palladium(0) (0.25 g) and cesium fluoride (2.59 g) were added at room temperature. The resulting mixture was stirred at 80° C. for 6 hours. After cooling the solvent was evaporated under reduced pressure, the residue partitioned between ether and water and the organic phase was evaporated under reduced pressure. The crude product was purified by silica gel column chromatography (eluting with DCM/MeOH from 100% to 96%) to give 0.23 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799815B2
Source datasetuspto-grants-2010_09
ORD IDord-ab2a95a4a4464b098e8864da147adb44
Source noteuspto-grants-2010_09