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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475705Generated: October 30, 2026

1,2-Dichloroethane → 1-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1475705

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-acetyl-3-hydroxybenzoic acidHCID 10654947—
ReactantMethyl 1-aminocycloheptane-1-carboxylate hydrochlorideHCID 42614177—
SolventDimethylformamideHCID 6228—
Product1-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl EsterHCID 67169703—

Reaction Steps

1-Amino-cycloheptanecarboxylic acid methyl ester hydrochloride (968 mg, 4.66 mmol), HOBT (105 mg, 0.78 mmol) and 4-acetyl-3-hydroxy-benzoic acid (700 mg, 3.89 mmol) were dissolved in DMF (5 ml). EDIA (3.01 g, 23.3 mmol) and EDC were added and the mixture was stirred at room temperature for 72 h. Then the mixture was partitioned between EA and saturated sodium chloride solution, 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-114d7d1a6ad34d3f8dd00dcfd8429677
Source noteuspto-grants-2015_04