Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 58493979 | HCID 58493979 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58493968 | HCID 58493968 | — |
Reaction Steps
Under argon 14.7 g of methyl 2-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indole-7-carboxylate are dissolved in 120 ml of tetrahydrofuran, cooled to 0° C. and combined dropwise with 60 ml of a 1 M solution of lithium aluminium hydride in tetrahydrofuran. The mixture is stirred for 2 hours and then the reaction is stopped by the dropwise addition of 30 ml of 2 N sodium hydroxide solution. Then the mixture is stirred for 30 minutes, diluted with ethyl acetate and filtered through kieselguhr. The filter cake is taken up in 60 ml of tetrahydrofuran, stirred for 10 minutes and suction filtered through kieselguhr again. The combined organic phases are dried on magnesium sulphate and evaporated down in vacuo. The residue is extracted from methanol. The precipitated solid is filtered off and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686022B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-15d7687ca5374c58be97495013efdab6 |
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| Source note | uspto-grants-2014_04 |
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