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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401063Generated: November 1, 2026

Nicotinic acid isopropylhydrazide → HCID 71468215, compound

https://huagongshe.com/reaction/1401063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNicotinic acid isopropylhydrazideHCID 18220—
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 11323657HCID 11323657—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 71468215HCID 71468215—

Reaction Steps

To solution containing (E)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)acrylic acid (200 mg, 0.696 mmol), N′-isopropylnicotino hydrazide (187.14 mg, 1.04 mmol) and HATU (397.02 mg, 1.04 mmol) dissolved in DMF (7.0 ml), N,N-diisopropylethylamine (DIPEA)(0.1819 ml, 1.04 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 (n-hexane:EtOAc=3:1) and dried, so that ivory (E)-tert-butyl 3-(3-(1-isopropyl-2-nicotinoyl hydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate was obtained (83 mg, 26.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906952B2
Source datasetuspto-grants-2014_12
ORD IDord-69ce961b5b0f4113b36d3e0e6ca3d3b4
Source noteuspto-grants-2014_12