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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418076Generated: November 2, 2026

1,2-Dimethoxyethane → HCID 24745735, compound

https://huagongshe.com/reaction/1418076

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant2-Amino-5-bromopyrimidineHCID 231310—
ReactantPyridine-2-boronic acidHCID 2762745—
ReactantBarium hydroxideHCID 6093286—
SolventWaterHCID 962—
ProductHCID 24745735HCID 24745735—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-amino-5-bromopyrimidine (0.299 g, 1.72 mmol), 2-pyridylboronic acid (1.57 g, 12.79 mmol), barium hydroxide (0.813 mg, 2.58 mmol), DME (8 mL) and water (1.5 mL) is purged with dry argon. Tetrakis(triphenylphosphine) palladium(0) (99.0 mg, 0.086 inmol) is added, and the resultant solution is stirred at 80° C. for 4 hours. The solvents are evaporated in vacuo, and the residue is partitioned between EtOAc and water. The aqueous extract is separated, and extracted with EtOAc. The organic extracts are combined, washed with sat. aq. NaHCO3 and 5% aq. Na2S2O3, dried, (Na2SO4) and the solvent is evaporated in vacuo. The residue is purified by chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05880140
Source datasetuspto-grants-1999_03
ORD IDord-598610fa774b49cf9cb3df4698ff8225
Source noteuspto-grants-1999_03