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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907749Generated: October 29, 2026

3-Pyridinemethanol → 4-((Pyridin-3-ylmethoxy)carbonylamino)benzoic acid

https://huagongshe.com/reaction/1907749

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PyridinemethanolHCID 7510—
ReactantEthyl 4-isocyanatobenzoateHCID 589805—
SolventTetrahydrofuranHCID 8028—
Product4-((Pyridin-3-ylmethoxy)carbonylamino)benzoic acidHCID 5973733196%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of ethyl 4-isocyanatobenzoate 280 (2.0 g, 10.46 mmol) and pyridin-3-ylmethanol in THF was stirred at room temperature for 18 h then concentrated. The crude material was taken up in 2N HCl, heated to reflux for 16 h then cooled to −78° C. and lyophilized to give a solid material which was triturated with acetone to give title compound 281 (3.098 g, 96% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-f6a6850b80ab4c30b7ec4d1d1e15db4c
Source noteuspto-grants-2013_12