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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048133Generated: October 31, 2026

HOAt → HCID 67080527, compound

https://huagongshe.com/reaction/1048133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHOAtHCID 181649—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-PhenoxyphenethylamineHCID 2760346—
Reactant4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acidHCID 58244395—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 67080527HCID 6708052791.4%

Reaction Steps

4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation 1) (51.6 mg, 0.137 mmol), in 1:1 DCM:DMF (0.1 M) was sequentially treated with 3-phenoxyphenethylamine (32.1 mg, 0.151 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (31.5 mg, 0.164 mmol), and 1-hydroxy-7-azabenzotriazole (5.59 mg, 0.0411 mmol) at ambient temperature. After 24 hours the reaction was applied directly to a silica gel column and eluted with a gradient (15% to 60%) of ethyl acetate-hexanes to provide the title compound (71.6 mg, 0.125 mmol, 91.4% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-693c467804d44d45bdbd5180c28a868e
Source noteuspto-grants-2013_10