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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170657Generated: October 29, 2026

Sodium hydride → HCID 86674586, compound

https://huagongshe.com/reaction/2170657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 27187797HCID 27187797—
ReactantHCID 86674588HCID 86674588—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86674586HCID 86674586—

Reaction Steps

To a solution of the allyl 2,3-dimethyl-1H-indole-5-carboxylate (0.34 g, 1.483 mmol) in anhydrous DMF (3 mL) at 0° C. under argon protection was added NaH (0.08 g, 2.22 mmol). The mixture was stirred at rt for 30 min and re-cooled to 0° C., and then the (S)-methyl 2-(3-(bromomethyl)-4-chlorophenoxy)propanoate (0.55 g, 1.78 mmol) was added. The reaction was stirred at rt for another 1 h. The solvent was removed to obtain the crude, which was dissolved in EtOAc, then washed with water and brine and dried over Na2SO4. The solvent was removed to obtain the crude. The crude was purified by flash chromatography (AcOEt/Hexane 0-100%) to obtain the title compound. ESI-MS (m/z): 456 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051265B2
Source datasetuspto-grants-2015_06
ORD IDord-523b7a85a4ed4bf6acbec41cb21c9a87
Source noteuspto-grants-2015_06