Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | indium(III)chloride | HCID 159675 | — |
| Reactant | HCID 58392085 | HCID 58392085 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58392320 | HCID 58392320 | — |
Reaction Steps
1.59 g (91% purity, approx. 6.77 mmol) of the compound from Example 89A and 1.50 g (6.77 mmol) of indium(III) chloride were added to 1.20 g (6.77 mmol) of the compound from Example 8A in 29 ml of toluene. The reaction mixture was stirred at 80° C. for 5 h. After cooling to RT, the reaction solution was mixed with water and ethyl acetate, and the solid was filtered off. The phases of the filtrate were separated, and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated. Purification of the crude product by preparative HPLC (mobile phase: acetonitrile/water gradient) resulted in 0.14 g (5% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063234B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-6f4cb5bfefbe4154b92d0345452de9f4 |
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| Source note | uspto-grants-2011_11 |
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