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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733569Generated: October 31, 2026

3-Cyclopentylpropionyl chloride → N-{4-[(4-butylphenyl)ethynyl]benzyl}-3-cyclopentyl-N-[(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)methyl]propanamide

https://huagongshe.com/reaction/733569

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Cyclopentylpropionyl chlorideHCID 66039—
Reactant6-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]-2,2-dimethyl-4H-1,3-benzodioxin-4-oneHCID 11775369—
ProductN-{4-[(4-butylphenyl)ethynyl]benzyl}-3-cyclopentyl-N-[(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)methyl]propanamideHCID 57841401—

Reaction Steps

The titled compound was prepared following the procedure B using 6-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]-2,2-dimethyl-4H-1,3-benzodioxin-4-one and 3-cyclopentylpropanoyl chloride as a colorless oil (72%). 1H NMR (CDCl3, 300 MHz) δ 7.74 (m, 1H), 7.50 (m, 2H), 7.43 (m, 2H), 7.35-7.21 (m, 1H), 7.20-6.85 (m, 5H), 4.56 (m, 2H), 4.52-4.40 (m, 2H), 2.61 (t, J=7.5 Hz, 2H), 2.42 (m, 2H), 1.80-1.62 (m, 11H), 1.61-1.30 (m, 8H). 1.18-1.00 (m, 2H), 0.92 (t, J=7.2 Hz, 3H). HPLC, Rt: 6.11 min (Purity; 98.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589232B2
Source datasetuspto-grants-2009_09
ORD IDord-179197b02dd84f7681ddb3a915885ffe
Source noteuspto-grants-2009_09