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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400033Generated: November 2, 2026

1,2-Dichloroethane → HCID 49853914, compound

https://huagongshe.com/reaction/1400033

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantGlycolic AcidHCID 757—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 67515007HCID 67515007—
SolventDichloromethaneHCID 6344—
ProductHCID 49853914HCID 4985391459.5%

Reaction Steps

To a solution of hydrochloride salt of N-{3-[4-(3-aza-bicyclo[3.1.0]hex-1-yl)-phenyl]-2-oxo-oxazolidin-5(S)-yl-methyl}-acetamide (Intermediate IV) (300 mg, 0.72 mmol), in DCM (5 mL), were added EDC (180 mg, 0.94 mmol), HOBt (127 mg, 0.94 mmol) and NMM (0.32 mL, 2.89 mmol) and glycolic acid (60.4 mg, 0.79 mmol), at 0° C. The reaction mixture was stirred at r.t. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with DCM (20 mL). The organic layer was washed with water (10 mL), brine (10 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 0.35:9.65 MeOH:CHCl3) to provide the title compound (160 mg, 59%) as off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-107afa38152042849860963592d3acc3
Source noteuspto-grants-2014_12