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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936543Generated: November 4, 2026

Water → HCID 22462076, compound

https://huagongshe.com/reaction/1936543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropanolHCID 3776—
Reactant1,5-Diazabicyclo(4.3.0)non-5-eneHCID 76349—
ReactantHCID 22462077HCID 22462077—
SolventDimethylformamideHCID 6228—
ProductHCID 22462076HCID 2246207647.9%

Reaction Conditions

Temperature40 °C

Reaction Steps

Isopropanol (0.2 g; 3.2 mmoles), 1,5-diazabicyclo -[4.3.0]non-5-ene (0.21 g; 1.6 mmoles) are added to a mixture of 2-chloro-5-(2,4-dibromo-1-methyl-5-trifluorometh-ylpyrrol-3-yl)-4-fluorobenzoic acid (0.8 g; 1.6 mmoles) and N,N′-carbonyldiimidazole (0.77 g; 1.6 mmoles) in DMF (4 ml) heated to 40° C. for 1.5 hours, and the mixture is heated to 40° C. for 2 hours. The reaction mixture is poured into water (10 ml), extracted with ethyl ether (3×20 ml), the ether phase is washed with a saturated solution of sodium chloride, anhydrified on sodium sulfate and concentrated in a rotavapor. The raw product obtained (0.8 g) is chromatographed on silica gel, eluating with n-hexane/ethyl acetate 90:10. 0.4 g of product are obtained in the form of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06391827B1
Source datasetuspto-grants-2002_05
ORD IDord-1181b1eb59554d0189ab71da8ffd3cb8
Source noteuspto-grants-2002_05