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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426977Generated: October 31, 2026

Potassium Carbonate → HCID 23595913, compound

https://huagongshe.com/reaction/2426977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-5-bromopyridineHCID 70622—
Reactant1-Naphthaleneboronic acidHCID 254532—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 23595913HCID 23595913—

Reaction Steps

Potassium carbonate (5.19 mmol, 717 mg) in water (2.5 mL) and tetrakis(triphenylphosphine)palladium(0) (0.04 mol %, 80 mg) in ethyl alcohol (2.5 mL) were added to 2-amino-5-bromopyridine (1.73 mmol, 299 mg) and 1-naphthaleneboronic acid (2.60 mmol, 446 mg) in benzene (10.0 mL). After 2 hours at 90° C. the reaction mixture was quenched with water (30 mL) and extracted with dichloromethane (3×30 mL). The organic phases were concentrated in vacuo and the residue chromatographed on silica gel (eluted with 50% ethyl acetate in hexanes) to give 260 mg (Y: 68%) of the title compound 11a. MS (E+) m/z: 381 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968577B2
Source datasetuspto-grants-2011_06
ORD IDord-075f07cbb6424f21b1c1385956d01988
Source noteuspto-grants-2011_06