Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 69417911 | HCID 69417911 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 69414127 | HCID 69414127 | 67.5% |
Reaction Steps
(4R,10aR)-8-Bromo-4-methyl-7-trifluoromethyl-3,4,10,10a-tetrahydro-1H-pyrazino[1,2-a]indole-2-carboxylic acid tert-butyl ester (0.38 g, 0.8 mmol) and methyl iodide (0.25 g, 1.6 mmol) were dissolved in tert-butylmethylether (3 mL). A solution of methyl lithium in diethylether (0.66 mL, 1.6 M) was added with cooling (0° C.) and stirring. The mixture was stirred for ½ h at 0° C., water (25 mL) was added and the mixture was extracted with diethylether (2×20 mL). Organic phases were pooled, dried with MgSO4 and the solvent was removed in vacuo. Chromatography on silica gel (n-hexane/diethylether 4:1) yielded the title product as light yellow oil (0.20 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253281B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-153ef33810de4f4eab65d3ade800ad2a |
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| Source note | uspto-grants-2007_08 |
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