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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12109Generated: October 30, 2026

HCID 22063465, compound → rac-8-(2-(1-(4-ethoxyphenyl)-2-methylpropan-2-ylamino)-1-hydroxyethyl)-6-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one

https://huagongshe.com/reaction/12109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22063465HCID 22063465—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Productrac-8-(2-(1-(4-ethoxyphenyl)-2-methylpropan-2-ylamino)-1-hydroxyethyl)-6-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 11625493—

Reaction Steps

1.5 g (2.8 mmol) of 6-benzyloxy-8-{2-[2-(4-ethoxyphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-4H-benzo[1,4]oxazin-3-one in 80 mL methanol are hydrogenated with 250 mg palladium on charcoal (10%) as catalyst at ambient temperature and normal pressure. The catalyst is suction filtered and the filtrate is evaporated down. The residue is dissolved in 5 mL ethanol by heating, seeded, and diluted with ethyl acetate. The solid precipitated is filtered off and washed. White solid. Yield 1.0 g (83%, hydrochloride); melting point: 232° C.-235° C.; mass spectrometry: [M+H]+=401.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727984B2
Source datasetuspto-grants-2010_06
ORD IDord-6c1e7ebe7ac64f5ca4ace310742af500
Source noteuspto-grants-2010_06