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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409136Generated: October 29, 2026

Triethylamine → [(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2409136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant[(4S,5R)-5-ethyl-1,4-dimethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl esterHCID 57496603—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product[(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl esterHCID 57496604107.1%

Reaction Steps

A suspension of [(4S,5R)-5-ethyl-1,4-dimethyl-4-(3-nitro-phenyl)-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (90 mg) in ethyl alcohol (2 ml), NEt3 (10 mg) and Pd/C (10%, 10 mg) was hydrogenated at normal pressure and 22° C. for 2 h. The mixture was filtered and the filtrate evaporated to give [(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (89 mg) as a colorless foam. MS (ESI): m/z=361.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815881B2
Source datasetuspto-grants-2014_08
ORD IDord-cc9d038acaf14592940f960275e5dd85
Source noteuspto-grants-2014_08