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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401097Generated: October 31, 2026

Diisopropylethylamine → HCID 86711444, compound

https://huagongshe.com/reaction/1401097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(E)-3-(1-methyl-1H-indol-3-yl)acrylic acidHCID 5965649—
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—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86711444HCID 86711444—

Reaction Steps

To solution containing (E)-3-(1-methyl-1H-indol-3-yl)acrylic acid (140.0 mg, 0.70 mmol), 3-fluoro-N′-isopropylbenzohydrazide (209.0 mg, 1.05 mmol) and HATU (399.2 mg, 1.05 mmol) dissolved in DMF (3.0 ml), N,N-diisopropylethylamine (DIPEA)(0.18 ml, 1.05 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 (30% EtOAc) for refinement and dried so that ivory (E)-3-fluoro-N′-isopropyl-N′-(3-(1-methyl-1H-indol-3-yl)acryloyl)benzohydrazide was obtained (37.0 mg, 13.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906952B2
Source datasetuspto-grants-2014_12
ORD IDord-e47f7cfb49d14e8186dc4f608e723ca0
Source noteuspto-grants-2014_12