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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-bromo-2-(bromomethyl)benzoate | HCID 22031079 | — |
| Reactant | 2-[(2S)-2-amino-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione | HCID 67066117 | — |
| Product | 2-[(2S)-2-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione | HCID 86681491 | 54% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895571B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-305bc0f08af84656b4aa8a890334062b |
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| Source note | uspto-grants-2014_11 |
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