Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453821Generated: October 28, 2026

Water → HCID 57528498, compound

https://huagongshe.com/reaction/1453821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
ReactantDimethyl 1-(2-azidoethyl)-4-benzyloxy-1H-pyrazole-3,5-dicarboxylateHCID 57528490—
SolventDimethylformamideHCID 6228—
ProductHCID 57528498HCID 57528498—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of dimethyl 1-(2-azidoethyl)-4-benzyloxy-1H-pyrazole-3,5-dicarboxylate (0.84 g, 2.34 mmol) in anhydrous DMF at 0° C. was added triphenylphosphine (0.92 g, 3.50 mmol). Water (300 μL) was added and the reaction was heated to 90° C. for 3 days. The solvent was removed in vacuo, and the resulting white solid was purified by flash chromatography on silica gel using 0-10% MeOH/CHCl3 gradient elution. Collection and concentration of the appropriate fractions afforded an oily solid which was triturated with methanol to yield a white precipitate. The solid was collected by vacuum filtration to afford the title product. ES MS (M+1)=302.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476666B2
Source datasetuspto-grants-2009_01
ORD IDord-fb80a56b6e1e438782ad9decf278b568
Source noteuspto-grants-2009_01