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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177855Generated: November 2, 2026

Trifluoroacetic acid → HCID 59559611, compound

https://huagongshe.com/reaction/1177855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(Phenylamino)benzoic acidHCID 292331—
Reactant2-Amino-1-[4-(2,5-dichloro-benzoyl)-piperazin-1-yl]-ethanoneHCID 59559579—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59559611HCID 5955961178%

Reaction Steps

DIPEA (133 mg, 0.18 mL, 1.0 mmol) was added drop wise to 4-(-phenyl-amino)-benzoic acid (75 mg, 0.35 mmol) in DMF (5 mL). EDCI (167 mg, 0.87 mmol) and HOBT (56 mg, 0.42 mmol) were added consecutively and, after 10 minutes, 2-amino-1-[4-(2,5-dichloro-benzoyl)-piperazin-1-yl]-ethanone in its TFA salt form (148 mg, 0.42 mmol) was added. The resulting mixture was stirred at room temperature overnight. Cold water was then added and filtered the solid to afford 140 mg (78% yield) of N-{2-[4-(2,5-dichloro-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-4-phenylamino-benzamide. LC-MS purity: 95.65%. 1H-NMR (DMSO-d6): δ 8.6 (s, 1H), 8.3 (t, 1H), 7.8 (m, 5H), 7.3 (t, 2H), 7.2 (m, 4H), 6.9 (t, 1H), 4.1 (d, 2H), 3.6 (m, 6H), 3.2 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842696B2
Source datasetuspto-grants-2010_11
ORD IDord-f3ca1f0b12354be7aaab5e882661ed32
Source noteuspto-grants-2010_11