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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556351Generated: October 26, 2026

Triethylamine → 6-(Pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/556351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant6-(2-Chloro-pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl esterHCID 86626624—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
Product6-(Pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl esterHCID 66992949—

Reaction Steps

300 mg (0.938 mMol) 6-(2-chloro-pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester in 3 ml DMF and 262 μl (1.88 mMol) Et3N are hydrogenated in presence of 120 mg Pd/C (10%; Engelhard 4505). The catalyst is filtered off, the filtrate concentrated, the residue re-dissolved in EtOAc and water, the aq. layer separated off and extracted with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; hexane/EtOAc 9:1→4:1) gives the title compound: MS: [M+1]+=286; TLC(hexane/EtOAc 1:1): Rf=0.30.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058276B2
Source datasetuspto-grants-2011_11
ORD IDord-83f8df568c5a418f901e7844a0bb0d18
Source noteuspto-grants-2011_11