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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1063552Generated: October 30, 2026

Propionic Acid → HCID 21948181, compound

https://huagongshe.com/reaction/1063552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHCID 10223346HCID 10223346—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 21948181HCID 2194818137%

Reaction Steps

A mixture of 5-methyl-1-phenyl-2-phenylamino-7-piperazin-1-yl-1H-[1,8]naphthyridin-4-one (21.0 mg, 0.052 mmol), propionic acid (0.004 mL, 0.055 mmol), EDCI (11.9 mg, 0.062 mmol), DMAP (7.6 mg, 0.062 mmol), and NMM (0.006 mL, 0.062) in CH2Cl2 (0.8 mL) was stirred at room temperature overnight. The reaction was diluted with water and extracted with CH2Cl2. The combined organic extracts were washed with 0.5 N HCl and brine and concentrated in vacuo. The residue was purified by prep-TLC eluting with 100% EtOAc to give 5-methyl-1-phenyl-2-phenylamino-7-(4-propionyl-piperazin-1-yl)-1H-[1,8]naphthyridin-4-one (9.0 mg, 37%): LCMS RT: 2.29 min, MH+: 468.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06964971B2
Source datasetuspto-grants-2005_11
ORD IDord-e307666e4f7c46efbb560169cdbc3ad0
Source noteuspto-grants-2005_11