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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235280Generated: October 30, 2026

Triethylamine → 3-[3-Chloro-3'-(4-methyl-piperazine-1-carbonyl)-biphenyl-4-ylmethyl]-1-cyclohexyl-pyrrolidin-2-one hydrochloride salt

https://huagongshe.com/reaction/2235280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-MethylpiperazineHCID 53167—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 59299302HCID 59299302—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-[3-Chloro-3'-(4-methyl-piperazine-1-carbonyl)-biphenyl-4-ylmethyl]-1-cyclohexyl-pyrrolidin-2-one hydrochloride saltHCID 68470411—

Reaction Steps

Charge a vial with 3′-chloro-4′-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-3-carboxylic acid (Example 7) (70 mg, 0.17 mmol), EDCl (2.0 eq.) and HOBt (1.0 eq.). Dissolve in DMF (0.1 M) and add triethylamine (4.0 eq.) and N-methyl piperazine (34 mg, 0.34 mmol) (2.0 eq). Stir at room temperature overnight. Pour into water and extract with ether. Dry over sodium sulfate, filter and concentrate. Purify over silica gel. Dissolve the residue in methylene chloride and acidify with 4N HCl in dioxane. Concentrate in vacuo. Mass spec (apci) m/z=494.3 (M+H-HCl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713979B2
Source datasetuspto-grants-2010_05
ORD IDord-e3d9ef59b4b943ba8e274f9e10342a0e
Source noteuspto-grants-2010_05