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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363193Generated: November 1, 2026

1,2-Dimethoxyethane → HCID 53975108, compound

https://huagongshe.com/reaction/363193

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant2-Bromo-5-methylpyridineHCID 564216—
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
ReactantBarium hydroxideHCID 6093286—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
ProductHCID 53975108HCID 53975108—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2 bromo-5-methyl pyridine (1.81 g, 10.53 mmol) and barium hydroxide (4.97 g, 15.78 mmol) in water (15 mL) was added DME (80 mL). This mixture was treated sequentially with 2-(trifluoromethyl)phenylboronic acid (2.00 g, 10.53 mmol) and palladium tetrakis(triphenylphosphine) (553 mg, 0.48 mmol) and the mixture warmed to 80° C. for 48 hours. Water (100 mL) was added and the pH of the solution was adjusted to 10 and extracted with EtOAc (3×200 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05872136
Source datasetuspto-grants-1999_02
ORD IDord-4361350d343a49b997087a736f033ea0
Source noteuspto-grants-1999_02