Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851637Generated: November 1, 2026

1,2-Dimethoxyethane → HCID 53492458, compound

https://huagongshe.com/reaction/1851637

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 67457946HCID 67457946—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 53492458HCID 53492458—

Reaction Conditions

Temperature85 °C

Reaction Steps

A 15 ml resealable vial was charged with 2-amino-2′-bromo-7′-methoxy-1-methylspiro[imidazole-4,9′-xanthen]-5(1H)-one (87 mg, 224 μmol), pyrimidin-5-ylboronic acid (56 mg, 448 μmol) and tetrakis(triphenylphosphine)palladium(0) (26 mg, 22 μmol). DME (1 ml) was added to the mixture, and the vial was capped with argon. Sodium carbonate (2M aq. solution) (336 μl, 672 μmol) was added and the vial was sealed and heated at 85° C. for 16 hr. The heterogeneous mixture was cooled to RT, diluted with 5 ml EtOAc and 2 ml water, then filtered and the solids were washed with water (5 ml). The solids were redissolved in DCM/MeOH and dried with MgSO4, filtered and concentrated in vacuo to afford 2-amino-2′-methoxy-1-methyl-7′-(pyrimidin-5-yl)spiro[imidazole-4,9′-xanthen]-5(1H)-one as brownish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957083B2
Source datasetuspto-grants-2015_02
ORD IDord-04bb283621264de48ab459bb7b3410d1
Source noteuspto-grants-2015_02