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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036151Generated: October 30, 2026

Bromide ion → HCID 58486878, compound

https://huagongshe.com/reaction/1036151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromide ionHCID 259—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantN-(5-(2,2-difluoro-6-methylbenzo[d][1,3]dioxol-5-yl)pyrazin-2-yl)-2-fluorobenzamideHCID 58486754—
ReactantDioxane acetonitrile waterHCID 67448433—
ProductHCID 58486878HCID 5848687876%

Reaction Conditions

Temperature90 °C

Reaction Steps

Palladium tetrakis-triphenylphosphine (68 mg, 0.1 mmol) was added to a degassed solution of bromide 244 (250 mg, 1.2 mmol) and boronate 11 (521 mg, 2.4 mmol) in dioxane:acetonitrile:water (9:9:2, 6 mL) and potassium phosphate (376 mg, 1.8 mmol). The resulting mixture was heated under argon at 90° C. with stirring for 18 hours. The mixture was then cooled, extracted with dichloromethane (3×15 mL), dried with sodium sulfate and concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-50% ethyl acetate in hexane) provided 245 (202 mg, 76%) as an solid: LRESIMS m/z 225.2 [M+H]+, calcd. for C14H13N2O1 225.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546403B2
Source datasetuspto-grants-2013_10
ORD IDord-4b7e1e4bd3784e1b8e44e0ee9828feec
Source noteuspto-grants-2013_10