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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401090Generated: October 31, 2026

Diisopropylethylamine → HCID 86711432, compound

https://huagongshe.com/reaction/1401090

Reaction equation

Participants

RoleNameHCIDCharge
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 86711429HCID 86711429—
ReactantHCID 86711433HCID 86711433—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86711432HCID 86711432—

Reaction Steps

To solution containing (3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acrylic acid (200.0 mg, 0.78 mmol), 3-fluoro-N′-isopropylbenzohydrazide (229.6 mg, 1.17 mmol) and HATU (444.9 mg, 1.17 mmol) dissolved in DMF (5.0 ml), N,N-diisopropylethylamine (DIPEA)(0.2 ml, 1.17 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 (50% EtOAc) and dried so that yellow (E)-3-fluoro-N′-isopropyl-N′-(3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acroyl)benzohydrazide was obtained (286 mg, 88.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906952B2
Source datasetuspto-grants-2014_12
ORD IDord-956c71843a104219b1e660efd9cf5e55
Source noteuspto-grants-2014_12