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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272183Generated: October 30, 2026

Potassium Phosphate, Tribasic → HCID 58486769, compound

https://huagongshe.com/reaction/2272183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 2756555—
ReactantHCID 58487139HCID 58487139—
CatalystBis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)HCID 11714597—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58486769HCID 5848676982.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 6-bromo-5-methybenzoxazole (43) (91 mg, 0.43 mmol), 2-aminopyridine-5-boronic acid pinacol ester (11) (220 mg, 1 mmol), Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium (II) (A-Phos) (30 mg) and K3PO4 (127 mg, 0.6 mmol) in 1.5 ml ACN, 1.5 ml dioxane, 0.5 ml H2O was bubbled with argon before heated at 85° C. for 2 h. After cooling down to r.t., the reaction mixture was taken up in EA, washed with aq. NaHCO3 and brine, dried over Na2SO4, concentrated to dryness. The resulting red solid was dissolved in DCM and subjected to silica gel column purification using 0-100% B (A: hexane; B: EA) to furnish 79.9 mg 545-methylbenzoxazol-6-yl)-2-pyridylamine (44) as orange solid (yield: 82.5%, purity>90%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120751B2
Source datasetuspto-grants-2015_09
ORD IDord-cdd9f5fe42454ec1a2fed7445a5c5afc
Source noteuspto-grants-2015_09