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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918315Generated: November 1, 2026

1,2-Dichloroethane → 1-(3-{2-[3-(2-Hydroxy-ethyl)-phenyl]-ethoxy}-4-methoxy-benzoylamino)-cycloheptanecarboxylic acid methyl ester

https://huagongshe.com/reaction/1918315

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantMethyl 1-aminocycloheptane-1-carboxylate hydrochlorideHCID 42614177—
Reactant3-{2-[3-(2-Hydroxy-ethyl)-phenyl]-ethoxy}-4-methoxy-benzoic acidHCID 67170710—
SolventDimethylformamideHCID 6228—
Solvent1-HydroxybenzotriazoleHCID 75771—
Product1-(3-{2-[3-(2-Hydroxy-ethyl)-phenyl]-ethoxy}-4-methoxy-benzoylamino)-cycloheptanecarboxylic acid methyl esterHCID 6717033428.9%

Reaction Steps

The compound of step 1 (280 mg, 0.885 mmol) was dissolved in DMF (1.3 ml) and HOBT (24 mg), 1-amino-cycloheptanecarboxylic acid methyl ester hydrochloride (221 mg, 1.06 mmol) and EDIA (578 mg, 4.43 mmol) were added. The mixture was cooled in an ice bath and EDC (254 mg, 1.33 mmol) was added. The mixture was stirred at room temperature for 3 days and partitioned between EA and water. The aqueous phase was extracted with EA, the combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was purified by RP HPLC (water/ACN gradient) to yield the title compound (120 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618304B2
Source datasetuspto-grants-2013_12
ORD IDord-118e557d1b2141faa30a53b36814380a
Source noteuspto-grants-2013_12