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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098457Generated: November 2, 2026

1,2-Dichloroethane → HCID 58286517, compound

https://huagongshe.com/reaction/2098457

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Benzimidazolecarboxylic acidHCID 233240—
Reactant(1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptaneHCID 11521263—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 58286517HCID 5828651763.1%

Reaction Steps

A mixture of 1,1-dimethylethyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (18.3 g, 92.5 mmol), 1H-benzimidazole-2-carboxylic acid, (15.0 g, 92.5 mmol), EDC (21.3 g, 111 mmol), HOBt (2.5 g, 18.5 mmol), NMM (28 g, 277.5 mmol) in CH2Cl2 (250 mL) was stirred at room temperature for 18 h. The reaction was diluted with water and CH2Cl2 then washed with sat. NaHCO3 (200 mL) and brine (200 mL). The solution was dried over anhydrous Na2SO4 and concentrated to give a crude product which was purified by column chromatography on silica gel (petroleum ether/ethyl acetate: 2/1) to give the title compound (20 g) as a white solid. LCMS (m/z): 343.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450484B2
Source datasetuspto-grants-2013_05
ORD IDord-ae0677e762b04f509b11776a5f3bcacf
Source noteuspto-grants-2013_05