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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2228723Generated: November 3, 2026

3-Benzyloxycarbonylamino 6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone → 3-Amino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

https://huagongshe.com/reaction/2228723

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyloxycarbonylamino 6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinoneHCID 10248693—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product3-Amino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinoneHCID 1049011599.4%

Reaction Steps

ter-Butyl-2-[3-[(benzyloxy)carbonyl]amino-6-methyl-2-oxo-1(2H)-pyridinyl]acetate (preparation 4) (5 g, 13 mmol) was dissolved in ethyl acetate (70 ml), treated with 10% Pd on carbon catalyst (400 mg) and stirred under a hydrogen atmosphere (2 psi, room temperature, 3 hr). The catalyst was removed by filtration, and the solvent evaporated to dryness to give the desired product as a cream solid (3.08 g, 99%). 1H NMR (CDCl3) δ 1.40 (s, 9H), 2.20 (s, 3H), 4.00 (s, br, 2H), 4.70 (s, 2H), 5.90 (d, 1H), 6.45 (d, 1H). LRMS m/z=239.5 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06417203B1
Source datasetuspto-grants-2002_07
ORD IDord-99047f1ffc90455daa12d897c24a592a
Source noteuspto-grants-2002_07