HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 21071679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | HCID 21071683 | HCID 21071683 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 21071679 | HCID 21071679 | — |
Reaction Steps
Combine N-t-butoxycarbonyl-2-(6-hydroxy-1H-indol-3-yl)ethylamine (250 mg, 0.9 mmol), cesium carbonate (295 mg, 0.9 mmol) and 1-iodobutane (200 mg, 1.1 mmol) and N-methylpyrrolidinone (10 mL) and stir at ambient temperature for 2 hours and pour into 75 mL brine. Extract the mixture twice with 25 mL EtOAc. Wash the combined extracts with brine 2×50 mL, dry over MgSO4, and concentrate under vacuum to give an oil. Chromatograph the oil on silica gel eluting with 30% EtOAc in hexanes to give the title compound as a solid: ISMS 333 (M+1); Analysis for C19H28N2O3: calcd: C, 68.65; H, 8.49; N, 8.43. found: C, 68.83; H, 8.18; N, 8.33.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044090B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4e9dca9f105b4da69b16489a8afd7aa4 |
| Source note | uspto-grants-2011_10 |