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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669385Generated: October 30, 2026

Chloride → HCID 74019988, compound

https://huagongshe.com/reaction/1669385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantSodium hydrideHCID 24758—
ReactantPropargylamineHCID 239041—
ReactantHCID 136344252HCID 136344252—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 74019988HCID 7401998810.2%

Reaction Steps

To a solution of 0.71 g of 4-hydroxy-3-[3-[3-(methoxycarbonylmethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone in 5 ml of dimethylformamide was added 0.090 g of sodium hydride (60% oily), and this was stirred at room temperature for 1 hour. 0.46 g of paratoluenesulfonyl chloride was added thereto, this was stirred at room temperature for 4 hours, then, 0.60 g of propargylamine was added, and this was stirred at room temperature overnight. To the reaction solution was added water, the solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography to obtain 0.080 g of 4-propargylamino-3-[3-[3-(methoxycarbonylmethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone [Compound No. (13b)] as a yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989478B2
Source datasetuspto-grants-2011_08
ORD IDord-9cd367a8399943be872cc3eb74ce71e3
Source noteuspto-grants-2011_08