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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215016Generated: October 30, 2026

Propionic Acid → HCID 21948181, compound

https://huagongshe.com/reaction/2215016

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 numberUS07109196B2
Source datasetuspto-grants-2006_09
ORD IDord-c1244f7fb1104b0bb2e32784627c450a
Source noteuspto-grants-2006_09