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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048121Generated: October 31, 2026

Benzenemethanamine, 3,4-dichloro- → HCID 67080737, compound

https://huagongshe.com/reaction/1048121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3,4-dichloro-HCID 1608—
ReactantHOAtHCID 181649—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acidHCID 58244395—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 67080737HCID 6708073794.4%

Reaction Steps

4-(6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation 1) (51.5 mg, 0.137 mmol), in 1:1 DMF:DCM (0.1 M) was sequentially treated with 3,4-dichlorobenzylamine (26.5 mg, 0.150 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (31.4 mg, 0.164 mmol), and 1-Hydroxy-7-azabenzotriazole (5.58 mg, 0.0410 mmol) at ambient temperature. After 16 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 (69.0 mg, 0.129 mmol, 94.4% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-6b312eb320e64016968cbfb00e5ba106
Source noteuspto-grants-2013_10