Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 60077753 | HCID 60077753 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 60077772 | HCID 60077772 | — |
Reaction Steps
Morpholine (1.41 mL, 16.2 mmol) and triethylamine (0.25 mL, 1.8 mmol) were added to a solution of [1(S)-(4-fluorobenzoyl)-2,2-dimethylpropyl]-carbamic acid tert-butyl ester (0.5 g, 1.62 mmol) in DMSO (8 mL), and the mixture heated at 120° C. for 15 hours. The solvent was removed in vacuo and the residual solid taken up in ethyl acetate (30 ml), and washed with 10% citric acid (aq.) (1×40 ml). The aqueous layer re-extracted with ethyl acetate (1×30 mL) and the combined organic phases were washed with brine (1×40 mL), dried over MgSO4, filtered and the solvent removed in vacuo to give a pale brown oil which was used without further purification (0.63 g, 100% crude).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06716878B1 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-13baf234b7584d4f9ae8b169ef635482 |
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| Source note | uspto-grants-2004_04 |
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