Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178032Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-[2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-4-phenoxy-benzamide

https://huagongshe.com/reaction/1178032

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-BenzylpiperazineHCID 75994—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-[(4-Phenoxyphenyl)formamido]acetic acidHCID 2404831—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-[2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-4-phenoxy-benzamideHCID 2767140558%

Reaction Steps

DIPEA (0.114 mL, 0.66 mmol) was added drop wise to (4-phenoxy-benzoylamino)-acetic acid (60 mg, 0.22 mmol) in DMF (5 mL). EDCI (106 mg, 0.55 mmol) and HOBT (35 mg, 0.27 mmol) were then added, and after 10 mins, 1-Benzyl-piperazine (46 mg, 0.27 mmol) was added. The resulting mixture was stirred at room temperature overnight. Water was added, and the resulting solid was isolated by filtration under reduced pressure to afford N-[2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-4-phenoxy-benzamide in 58% yield. LC-MS purity: 99%, 1H NMR (DMSO-D6): δ 8.5 (t, 1H), 7.9 (d, 2H), 7.5 (t, 2H), 7.3 (m, 7H), 7.1 (m, 4H), 4.1 (d, 2H), 3.6 (s, 2H), 3.5 (m, 4H), 2.4 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842696B2
Source datasetuspto-grants-2010_11
ORD IDord-def73861ad794c1085fffa04b57b9c44
Source noteuspto-grants-2010_11