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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401106Generated: November 2, 2026

p-Fluorobenzoic acid 2-isopropylhydrazide → HCID 86711457, compound

https://huagongshe.com/reaction/1401106

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Fluorobenzoic acid 2-isopropylhydrazideHCID 18030—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86711430HCID 86711430—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86711457HCID 86711457—

Reaction Steps

To solution containing (E)-3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acrylic acid (161 mg, 0.63 mmol), 4-fluoro-N′-isopropylbenzohydrazide (82.4 mg, 0.42 mmol) and HATU (239.5 mg, 0.63 mmol) dissolved in DMF (3.0 ml), N,N-diisopropylethylamine (DIPEA)(0.11 ml, 0.63 mmol) was slowly drop-wise added and stirred at room temperature for 12 hr. The reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (35% EtOAc) for refinement and dried so that ivory (E)-4-fluoro-N′-isopropyl-N′-(3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acryloyl)benzohydrazide was obtained (116.0 mg, 42.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906952B2
Source datasetuspto-grants-2014_12
ORD IDord-c4addd7e43754c118f376c1ea92fa4ec
Source noteuspto-grants-2014_12