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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1974815Generated: November 2, 2026

Water → HCID 19100426, compound

https://huagongshe.com/reaction/1974815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylateHCID 9906257—
ReactantHCID 178469716HCID 178469716—
SolventDimethylformamideHCID 6228—
ProductHCID 19100426HCID 1910042662.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 2-ethyl-4-hydroxythieno[2,3-b]pyridine-5-carboxylate (200 mg, 0.8 mmol), 4-(2-t-butoxycarbonylphenyl)benzyl bromide (300 mg, 0.9 mmol) and cesium carbonate (650 mg, 2.0 mmol) in DMF (10 ml) was stirred at 60° C. for 3 hours and further at 100° C. for an additional hour. After cooling, the reaction mixture was poured into water followed by extraction with ethyl acetate. The organic layer was washed with water, dried (MgSO4), and evaporated to dryness. The resulting residue was purified by flash column chromatography on silica gel to give 258 mg (62%) of the title compound as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05284661
Source datasetuspto-grants-1994_02
ORD IDord-426f5ff9379b460d91f9baf6958b8a8c
Source noteuspto-grants-1994_02