Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | HCID 86590934 | HCID 86590934 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69659305 | HCID 69659305 | 20.5% |
Reaction Steps
A solution of 3-(3-isocyanatomethyl-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (75 mg, 0.24 mmol) and 2-hydroxyethylamine (44.4 μl, 0.74 mmol) in THF (2.0 ml) was stirred at room temperature for 25 minutes and then heated at 60° C. for 5 minutes. The reaction was partitioned between EtOAc and water. The organic layer was washed with water, brine, dried with anhydrous Na2SO4, and rotary evaporated to result in a brown-yellow solid. The brown-yellow solid was chromatographed through silica gel column (CHCl3 to 5% MeOH/CHCl3 gradient) to give 1-(2-hydroxy-ethyl)-3-[3-(2-oxo-1,2-dihydro-indol-3-ylidene)-1,3-dihydro-isobenzofuran-1-ylmethyl]-urea as a yellow solid (18 mg, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07060844B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-7d4b8e002d7b4ad091b3841d4f7f8605 |
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| Source note | uspto-grants-2006_06 |
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