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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74186Generated: October 26, 2026

Methanol → 5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline

https://huagongshe.com/reaction/74186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)nitrobenzeneHCID 67498108—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoanilineHCID 6749880689.1%

Reaction Steps

5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)nitrobenzene (see Working Example 20-1) (1.00 g, 0.76 mol) was dissolved in a solvent mixture of THF (50 mL) and methanol (50 mL), and Pd/C (5%, wet, 0.5 g) was added to carry out a hydrogenation reaction. After being stirred overnight at room temperature, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to yield the title compound (812 mg, 89.1%) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-db448fdc435e4d0a9b8ec2680e8c8fa4
Source noteuspto-grants-2014_09