Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23071160 | HCID 23071160 | — |
| Reactant | HCID 86604031 | HCID 86604031 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69459893 | HCID 69459893 | 68.3% |
Reaction Steps
To a solution of 3-(2-hydroxyethyl)-1H-indol-7-ol (1.05 g, 5.93 mmol) in N,N-dimethylformamide (20 mL) are added (1R)-1-methyl-2-morpholin-4-yl-2-oxoethyl-4-methylbenzenesulfonate (2.79 g, 8.90 mmol) and potassium carbonate (1.3 g, 9.41 mmol), and the mixture is stirred at 60° C. for 5 hours. The reaction solution is cooled to room temperature, and the mixture is poured into water. The mixture is extracted with ethyl acetate, and the organic layer is washed with a saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. The solvent is removed by distillation, and the obtained crude product is purified by silica gel column chromatography (chloroform→chloroform:methanol=50:1→30:1) to give the title compound (1.29 g, yield: 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217724B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-3ee54c12e81d4d98a9187949e037a901 |
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| Source note | uspto-grants-2007_05 |
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