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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825034Generated: November 3, 2026

Hydrochloric Acid → 2-((Ethylaminocarbonyl)amino)-n-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamide

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl isocyanateHCID 8022—
ReactantTriethylamineHCID 8471—
ReactantHCID 68828834HCID 68828834—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-((Ethylaminocarbonyl)amino)-n-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamideHCID 1014485617.5%

Reaction Steps

2-(amino)-N-[2-[[(cis)-2-[[4-(methylthio)benzoyl]amino]cyclohexyl]amino]-2-oxoethyl]-5-trifluoromethyl benzamide (Example 114a) (50 mg) was dissolved in THF (2.5 mL) prior to the addition of triethylamine (30 mg) and ethyl isocyanate (21 mg). After stirring for 72 h, EtOAc was added along with 1 N HCl solution. The EtOAc layer was washed with 1 N HCl and brine. The EtOAc was dried (MgSO4), filtered, and concentrated. Reverse phase HPLC purification (gradient elution, water/acetonitrile/TFA) provided the title benzamide (10 mg). MS found: (M+Na)+=602.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045521B2
Source datasetuspto-grants-2006_05
ORD IDord-ef621d2f8d994e1586caafdcd7c93641
Source noteuspto-grants-2006_05