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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363337Generated: October 25, 2026

Sodium hydride → (+)-trans-2-(2-Chloro-5-fluoro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one

https://huagongshe.com/reaction/1363337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 2-chloro-5-fluorobenzoateHCID 23331706—
Reactant(-)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanoneHCID 59318484—
SolventDimethylformamideHCID 6228—
Product(+)-trans-2-(2-Chloro-5-fluoro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-oneHCID 66933861—

Reaction Steps

Compound of example 6 (1.0 g, 3.2 mmol) in dry DMF (25 mL) was reacted with methyl 2-chloro-5-fluorobenzoate (1.22 g, 6.4 mmol) in the presence of NaH (50%, 0.776 g, 16 mmol) as described in example 16, to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884127B2
Source datasetuspto-grants-2011_02
ORD IDord-1099145e08094e9ab814a018b872661b
Source noteuspto-grants-2011_02