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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777692Generated: October 31, 2026

4-Phenoxybenzoic acid → HCID 67974150, compound

https://huagongshe.com/reaction/1777692

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Phenoxybenzoic acidHCID 75182—
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—
SolventDimethylformamideHCID 6228—
ProductHCID 67974150HCID 6797415028.2%

Reaction Steps

A mixture of 4-phenoxybenzoic acid (0.136 g, 0.634 mmol), 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.146 g; 0.635 mmol), HATU (0.265 g; 0.698 mmol) and N,N-diisopropylethyldiamine (0.273 mL; 1.59 mmol) in DMF (5 mL), was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulphate, the organic layer was washed with sodium carbonate, brine, dried and concentrated in vacuo. The crude mixture was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.070 g (28%) 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-47a8dc23b75d436eb1632a0a37ec679e
Source noteuspto-grants-2016_02