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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363368Generated: October 29, 2026

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

https://huagongshe.com/reaction/1363368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(-)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanoneHCID 59318484—
ReactantMethyl 2-chloro-5-(dimethylamino)benzoateHCID 66909163—
SolventDimethylformamideHCID 6228—
Product(+/-)-trans-2-(2-Chloro-5-dimethylamino-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-oneHCID 131728661—

Reaction Steps

Compound of example 6 (0.8 g, 2.58 mmol) in dry DMF (15 mL) was reacted with methyl-2 chloro-5-dimethylaminobenzoate (1.65 g, 7.7 mmol) in the presence of NaH (50%, 0.62 g, 12.9 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-e9b7b4b4c5ee4ceaa5f15741e96a832e
Source noteuspto-grants-2011_02