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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595888Generated: November 2, 2026

Cesium fluoride → HCID 118046777, compound

https://huagongshe.com/reaction/595888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-Amino-5-bromopyrazineHCID 599539—
Reactant4,4,5,5-Tetramethyl-2-(2-methylprop-2-en-1-yl)-1,3,2-dioxaborolaneHCID 11137747—
CatalystHCID 178418807HCID 178418807—
ProductHCID 118046777HCID 118046777—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-bromopyrazin-2-amine (1 g, 5.75 mmol) in was added 4,4,5,5-tetramethyl-2-(2-methylallyl)-1,3,2-dioxaborolane (1.360 g, 7.47 mmol), PdCl2(dppf)-DCM adduct (0.469 g, 0.575 mmol), CsF (2.62 g, 17.24 mmol), purge though nitrogen. The reaction mixture was stirred at 100° C. in oil bath for 3h. The reaction mixture was partitioned between EtOAc and water. The organic was washed with brine, dried and concentrated. The residue was dissolved in 1N HCl (10 mL) The aqueous layer was back extracted with EtOAc, The aqueous was then neutralized to pH=8, then extracted by EtOAc 3 times. The organic was then dried and concentrated. The crude product was used in next step reaction. LCMS (m/z): 150.5 (MH+), 0.28 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-61db27e3ede045af8d1af619304602db
Source noteuspto-grants-2016_01