Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 58923398 | HCID 58923398 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58923357 | HCID 58923357 | 7% |
Reaction Steps
Sodium hydride (24 mg, 1.0 mmol, 60%) was added to a solution of a compound of Example 24 (168 Mg, 0.50 mmol) in DMF (2 mL), then the mixture was heated at 75° C. for 4 h. The reaction was cooled to 22° C., and EtOAc (70 mL) was added to produce a yellow precipitate. The precipitate was filtered and dried to yield 10 mg (7%) of 5-fluoro-1-hydroxy-3-morpholin-4-yl-xanthen-9-one. 1H NMR (CDCl3, 400 MHz) δ: 12.59 (s, 1H), 7.95 (d, 1H), 7.75 (m, 1H), 7.40 (m, 1H), 6.60 (s, 1H), 6.38 (s, 1H), 3.65-3.63 (m, 4H), 3.40-3.38 (m, 4H). LRMS (APCI, positive): 316.3 (m+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404681B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-380b5934bcc54df79bea223002b1a9d7 |
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| Source note | uspto-grants-2013_03 |
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