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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048175Generated: October 31, 2026

HOAt → HCID 67080716, compound

https://huagongshe.com/reaction/1048175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHOAtHCID 181649—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1202890-94-5HCID 53276240—
Reactant4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acidHCID 58244395—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67080716HCID 6708071677%

Reaction Steps

To a solution of 2-(4-chlorophenyl)-2-methoxyethanamine (0.071 g, 0.38 mmol), 4-(6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (0.060 g, 0.16 mmol), and 3H-[1,2,3]triazolo[4,5-b]pyridin-3-ol (0.022 g, 0.16 mmol) in DMF (1 ml) was added N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.037 g, 0.19 mmol), and the reaction was stirred at ambient temperature overnight. The reaction was diluted with EtOAc and washed with 1M hydrochloric acid, saturated sodium bicarbonate, and saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. The crude material was loaded onto a Biotage SP1 system, eluting with a linear gradient of 5-70% EtOAc in hexanes to yield 67 mg of the title compound (77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-1a5f1348d7cd4a36a6dc07def9d81503
Source noteuspto-grants-2013_10