Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Phenethylamine, (-)- | HCID 75818 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 118509537 | HCID 118509537 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 118509535 | HCID 118509535 | — |
Reaction Steps
6-Fluoro-1-isopropyl-3,3-dimethyl-5-nitro-1,3-dihydro-indol-2-one E-1.2″ (4.5 g; 16.5 mmol) is dissolved in NMP (20 ml), DIPEA (4.0 ml; 22.3 mmol) and (S)-1-Phenyl-ethylamine (2.65 ml; 20.1 mmol) is added at 20° C. The reaction mixture is stirred for 3 h at 50° C. The reaction mixture is poured into water and extracted with DCM. The combined organic layer is dried over MgSO4 and concentrated under reduced pressure. The crude compound was purified by column chromatography using silica gel (50 μM) with eluting mixture of ethyl acetate and cyclohexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09428515B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-a7de8c40fa864f08954d095309f0cecc |
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| Source note | uspto-grants-2016_08 |
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