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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777672Generated: November 1, 2026

Diisopropylethylamine → HCID 86699442, compound

https://huagongshe.com/reaction/1777672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Chloro-1H-indole-3-ethylamine monohydrochlorideHCID 2827494—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(3-Methylphenoxy)benzoic acidHCID 21662824—
SolventDimethylformamideHCID 6228—
ProductHCID 86699442HCID 8669944235.1%

Reaction Steps

N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-4-(m-tolyloxy)benzamide was prepared according to method A with 3-(m-tolyloxy)benzoic acid (0.080 g, 0.35 mmol), 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.077 g; 0.331 mmol), HATU (0.190 g; 0.365 mmol) and N,N-diisopropylethylamine (0.142 mL; 0.829 mmol) in DMF (3 mL). Flash chromatography on silica gel (eluent 20 to 100% ethyl acetate in heptane) furnished 0.047 g (33%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-2144c6918457413ea824318fff7ec236
Source noteuspto-grants-2016_02