Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N-Boc-5-Hydroxyindoline | HCID 10657398 | — |
| Reactant | Methanesulfonic acid 4-tert-butyl-cyclohexyl ester | HCID 11128255 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 178451617 | HCID 178451617 | 100% |
Reaction Steps
A mixture of 5-hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (0.6 g, 2.6 mmol) in tert-butyl alcohol (8 mL) and 2-butanone (4 mL) was added cesium carbonate (2.5 g, 7.7 mmol) followed by methanesulfonic acid 4-tert-butyl-cyclohexyl ester (1.9 g, 7.7 mmol). The mixture was heated in a sealed vial at 100° C. over night to form precipitate. The mixture was treated with dichloromethane and the precipitate was filtered off and the solvent was concentrated. The residue was purified with a silica gel column eluted with ethyl acetate in hexanes from 0 to 30% to give precipitate (0.96 g, yield: 100%). ESI-MS: 373.30 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08802659B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-40a549e30c374823b26ae95f9deb8eee |
|---|
| Source note | uspto-grants-2014_08 |
|---|