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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74294Generated: October 25, 2026

Water → 2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole

https://huagongshe.com/reaction/74294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-AminotetrahydropyranHCID 419223—
Reactant2-(4-Chloro-2-fluoronitrobenzen-5-yl)benzoxazoleHCID 67498796—
SolventAcetonitrileHCID 6342—
Product2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazoleHCID 6749919021%

Reaction Steps

To a suspension of 2-(4-chloro-2-fluoronitrobenzen-5-yl)benzoxazole (see Working Example 112-1) (0.38 g, 1.3 mmol) in acetonitrile (8 mL) was added 4-aminotetrahydropyran (0.30 g, 2.9 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered. The crystals obtained were purified by silica gel column chromatography to yield the title compound (0.10 g, 21% yield) as brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-f2b515ed9ff24eb585bd659ce4125e1c
Source noteuspto-grants-2014_09