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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335799Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 67241889, compound

https://huagongshe.com/reaction/335799

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 67241916HCID 67241916—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67241889HCID 67241889—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of sodium carbonate (1.562 g, 14.74 mmol), palladium tetrakistriphenylphosphine (0.454 g, 0.393 mmol), pyrimidin-5-ylboronic acid (0.791 g, 6.39 mmol) and 2′-bromo-N-tert-butyl-7′-iodo-5H-spiro[thiazole-4,9′-xanthen]-2-amine (2.600 g, 4.91 mmol) in a resealable pressure tube, was added DME (15 mL) and water (5 mL) at RT. The tube was sealed and heated to 80° C. After 24 hrs, the mixture was cooled to RT, diluted with EtOAc, and washed with water and brine. The organic fraction was adsorbed onto silica gel and purified by silica gel chromatography using 40% hexanes:EtOAc to afford 2′-bromo-N-tert-butyl-7′-(pyrimidin-5-yl)-5H-spiro[thiazole-4,9′-xanthen]-2-amine MS: MH+=481.0/483.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883782B2
Source datasetuspto-grants-2014_11
ORD IDord-3f148203dc394c71aa457ac2ba7a3b1f
Source noteuspto-grants-2014_11