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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57677Generated: October 29, 2026

Dimethylformamide → HCID 58170006, compound

https://huagongshe.com/reaction/57677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 58170050HCID 58170050—
CatalystWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 58170006HCID 58170006—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.15 g (3.37 mmol) of 6-(2,4-dichlorophenyl)-2-(hydroxymethyl)pyrazolo[1,5-a]pyrazin-4(5H)-one (Example 17A) were suspended in 100 ml of dichloromethane, and 1 drop of water was added. 100 ml of 1,2-dimethoxyethane and 9.6 ml of DMF were then added, and the mixture was cooled to 0° C. 7.16 g (16.87 mmol) of Dess-Martin periodinane were added, ice-bath cooling was removed and the mixture was stirred at RT for 15 h. Ethyl acetate and then 200 ml of a 10% strength sodium thiosulfate solution were added to the mixture, and the organic phase was washed with saturated aqueous sodium bicarbonate solution. Drying of the organic phase with sodium sulfate and removal of the solvent under reduced pressure gave 660 mg (57% of theory) of the product as a solid which was reacted without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434731B2
Source datasetuspto-grants-2016_09
ORD IDord-8cdcf13f34174778b3e10ad4804e5431
Source noteuspto-grants-2016_09