Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one | HCID 21905913 | — |
| Reactant | HCID 86625683 | HCID 86625683 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 67428809 | HCID 67428809 | 76.8% |
Reaction Steps
To a suspension of 2.28 g of 3,5-dichloro-3-(2-methoxyphenyl)-1,3-dihydro-2H-indol-2-one, which is the compound described in Preparation 1.1 of Brochure No. WO01/55130, and the compound obtained in Step 4-1 (8.15 mmol) in CHCl3 (23 ml) was added dropwise 4.49 g of Et3N over 2 minutes under ice cooling, then, the reaction mixture was stirred at room temperature for 13 hours. An aqueous solution of 5% K2CO3 was added to the reaction solution, and the resulting mixture was stirred for 15 minutes. liquid separation was performed, and the aqueous layer was extracted with CHCl3 extraction. The combined organic layer was washed with saturated brine, then, dried over MgSO4, the drying agent was separated by filtration, then, the solution was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc) to obtain 2.37 g of a diastereoisomer mixture of the title compound (colorless amorphous).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030499B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-28918c91071249dc97755b51780d796a |
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| Source note | uspto-grants-2011_10 |
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