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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335808Generated: October 30, 2026

Potassium Phosphate, Tribasic → HCID 45254127, compound

https://huagongshe.com/reaction/335808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
ReactantHCID 86640739HCID 86640739—
CatalystBis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)HCID 11714597—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 45254127HCID 45254127—

Reaction Conditions

Temperature120 °C

Reaction Steps

A glass microwave reaction vessel was charged with (S)-3-chloro-7-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine (0.075 g, 0.196 mmol), potassium phosphate (0.125 g, 0.588 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.082 g, 0.392 mmol) and Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium (II) (0.014 g, 0.020 mmol) in dioxane (1.2 mL) and water (0.40 mL). The reaction mixture was stirred and heated in microwave at 120° C. for 30 min. The mixture was diluted with EtOAc and saturated Na2CO3. The organic layer was washed twice with saturated Na2CO3, dried over Na2SO4 and concentrated in vacuo. The crude was purified by silica gel chromatography (12 g, 2-10% MeOH-DCM, then 10% MeOH-DCM) provided (S)-3-(3,6-dihydro-2H-pyran-4-yl)-7-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine as a grey solid. Found MS: MH+=431.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883782B2
Source datasetuspto-grants-2014_11
ORD IDord-f5e1eb57bfa34bc5abe1942a52f6ab28
Source noteuspto-grants-2014_11