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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487622Generated: November 1, 2026

D-Psicose → (4-Amino-3-methoxyphenyl)(aziridin-1-yl)methanone

https://huagongshe.com/reaction/1487622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantD-PsicoseHCID 441036—
ReactantAziridin-1-yl(3-methoxy-4-nitrophenyl)methanoneHCID 86726450—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(4-Amino-3-methoxyphenyl)(aziridin-1-yl)methanoneHCID 8672645133%

Reaction Steps

To a solution of aziridin-1-yl(3-methoxy-4-nitrophenyl)methanone (1 equiv) in MeOH (0.24 M) was added 10% palladium on carbon (25% by weight). The reaction mixture was stirred at 50° C. under hydrogen atmosphere (50 Psi) overnight then filtered through celite. The filtrate was concentrated and the residue was purified by silica gel chromatography (50% ethyl acetate in petroleum ether) to afford the title compound (33% yield) as a yellow solid. MS (ESI) m/z 193.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-0a28f0eb603d4f218ec43f6a118927e3
Source noteuspto-grants-2016_08