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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004610Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 11629684, compound

https://huagongshe.com/reaction/1004610

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant2-Amino-5-bromopyrimidineHCID 231310—
Reactant2-Thiopheneboronic acidHCID 2733960—
ReactantBarium hydroxideHCID 6093286—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
ProductHCID 11629684HCID 11629684—

Reaction Steps

A mixture of 2-amino-5-bromopyrimidine (0.299 g, 1.72 mmol), 2-thienylboronic acid (1.56 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(triphenyl-phosphine) palladium(0) (99.0 mg, 0.086 mmol) 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 numberUS06051574
Source datasetuspto-grants-2000_04
ORD IDord-695a902d1c0a4bb59c26f288bdf44960
Source noteuspto-grants-2000_04