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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340004Generated: October 29, 2026

1-Butanol → 2-[(2S)-2-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/340004

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-bromo-2-(bromomethyl)benzoateHCID 22031079—
Reactant2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dioneHCID 67066117—
Product2-[(2S)-2-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dioneHCID 8668149154%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione (914.3 mg, 3.193 mmol), methyl 4-bromo-2-(bromomethyl)benzoate (960.0 mg, 3.117 mmol) and N,N-diisopropylethylamine (0.6 mL, 3 mmol) in 1-butanol (4 mL, 40 mmol) was stirred at 140° C. for 2 h under microwave irradiation. Direct purification by combi-flash chromatography afforded 810 mg (54% yield) of the desired product. LC-MS found: 481.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895571B2
Source datasetuspto-grants-2014_11
ORD IDord-305bc0f08af84656b4aa8a890334062b
Source noteuspto-grants-2014_11