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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752434Generated: October 28, 2026

Ethyl Acetate → HCID 71283978, compound

https://huagongshe.com/reaction/1752434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant1-(4-Fluorophenyl)piperazineHCID 75260—
ReactantHCID 89422280HCID 89422280—
SolventDimethylformamideHCID 6228—
ProductHCID 71283978HCID 7128397880.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-(4-fluorophenyl)piperazine (112 mg, 0.62 mmol), (S)-6-((1-amino-1-oxopropan-2-yl)amino)-2-chloropyrimidine-4-carboxamide (150 mg, 0.62 mmol) and Cs2CO3 (235 mg, 0.62 mmol) in DMF (3.0 mL) was stirred at 100° C. for 14 hrs. The reaction was worked up with EtOAc and purified by silica gel flash chromatography (DCM/methanol) to give (S)-6-((1-amino-1-oxopropan-2-yl)amino)-2-(4-(4-fluorophenyl)piperazin-1-yl)pyrimidine-4-carboxamide as a white solid (193 mg, 80%). 1H NMR (CD3OD): 6.90-7.1 (4H, m), 6.55 (1H, s), 4.3 (1H, m), 3.98 (4H, m), 3.10 (4H, m), 1.40 (3H, d, J=7.0 Hz). LC/MS: m/z=388 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163008B2
Source datasetuspto-grants-2015_10
ORD IDord-669739a8ba534319b127548f2b0131e2
Source noteuspto-grants-2015_10