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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363362Generated: October 26, 2026

Sodium hydride → (+)-trans-4-[8-(2-Hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-4-oxo-4h-chromen-2-yl]-benzonitrile

https://huagongshe.com/reaction/1363362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-cyanobenzoateHCID 70791—
Reactant(-)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanoneHCID 59318484—
SolventDimethylformamideHCID 6228—
Product(+)-trans-4-[8-(2-Hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-4-oxo-4h-chromen-2-yl]-benzonitrileHCID 66933662—

Reaction Steps

Compound of example 6 (1.5 g, 4.85 mmol) in dry DMF (15 mL) reacted with methyl 4-cyanobenzoate (2.57 g, 17.2 mmol) in the presence of NaH (50%, 1.2 g, 25 mmol), as described example 16, afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884127B2
Source datasetuspto-grants-2011_02
ORD IDord-90dfccb49e1d4390b91c0e2aca7fe591
Source noteuspto-grants-2011_02