Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388454Generated: October 30, 2026

2-Nitrobenzoyl chloride → {1-[(2-Nitro-benzoylamino)-methyl]-cyclohexyl}-acetic acid methyl ester

https://huagongshe.com/reaction/388454

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitrobenzoyl chlorideHCID 11875—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-[1-(aminomethyl)cyclohexyl]acetate hydrochlorideHCID 45260937—
SolventDichloromethaneHCID 6344—
Product{1-[(2-Nitro-benzoylamino)-methyl]-cyclohexyl}-acetic acid methyl esterHCID 6872510299.2%

Reaction Steps

To a mixture of 2-nitrobenzoyl chloride (0.3 mL, 2.05 mmol) and (1-aminomethyl-cyclohexyl)-acetic acid methyl ester hydrochloride (500 mg, 2.25 mmol) (prepares according to example A) in dichloromethane (10 mL) is added DIPEA (0.75 mL, 4.02 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is concentrated and the resulting residue is purified by flash chromatography with 50% EtOAc in Hexane as the eluent to afford the desired {1-[(2-nitro-benzoylamino)-methyl]-cyclohexyl}-acetic acid methyl ester (680 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-a7246f792cc84d279f76f489d3951dbe
Source noteuspto-grants-2013_02