Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 86599011 | HCID 86599011 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11164640 | HCID 11164640 | — |
Reaction Steps
The title compound was prepared by reacting potassium cyanide (20.7 mmol) with (S)—N-{3-[4-(1-oxa-6-aza-spiro[2.5]oct-6-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (13.8 mmol) in 60 ml 5:1 methanol: dimethylformamide mixture under stirring. The reaction was stirred for 12 hours at 25° C. and quenched with saturated ferrous sulfate solution. The reaction mixture was filtered. The filtrate was extracted with ethyl acetate, organic layer was washed with brine and dried over sodium sulfate. Evaporation of organic solvent under vacuum and silica gel chromatographic purification afforded the titled product in 44% yield. M.P. 88-90° C. and MS (M+1)=373 (MH+, 100%) for M.F.=C19H24N4O4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729269B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-ea50a32b2f974048a2fdc2786831ddcf |
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| Source note | uspto-grants-2014_05 |
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