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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453354Generated: October 25, 2026

Ethyl Acetate → 5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamide

https://huagongshe.com/reaction/453354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamideHCID 16118604—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamideHCID 16116848—

Reaction Steps

A round bottom flask equipped with a stir bar was charged with N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide 8 (300 mg, 1.1 mmol), 10% Pd/C (˜150 mg), EtOAc (24 mL) and MeOH (6 mL). The mixture was purged with H2 (3× evacuation and back-fill cycles) then allowed to stir under an H2 balloon. After 24 h, TLC and LCMS indicated that the starting material was completely consumed. The mixture was filtered through a pad of Celite, washing with MeOH and CH2Cl2. Recrystallization from MeOH/CH2Cl2 afforded 5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamide 9 as a pale yellow crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492404B2
Source datasetuspto-grants-2013_07
ORD IDord-585ad0208dba42d6a6d7e89a63403fab
Source noteuspto-grants-2013_07