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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918294Generated: October 31, 2026

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

https://huagongshe.com/reaction/1918294

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 numberUS08618304B2
Source datasetuspto-grants-2013_12
ORD IDord-5bb67d5c0db4465e8792495e621a7438
Source noteuspto-grants-2013_12