HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968259Generated: October 29, 2026
Sodium Hydroxide → (R)-tert-butyl 2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate
https://huagongshe.com/reaction/1968259
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (R)-tert-butyl 2-(6-fluoro-3-oxo-1-tosylpyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate | HCID 58293424 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-tert-butyl 2-(6-fluoro-3-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate | HCID 67224824 | 60.4% |
Reaction Steps
To a stirred solution of (R)-tert-butyl 2-(6-fluoro-3-oxo-1-tosylpyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)-3-methylbutanoate (933 mg, 1.860 mmol) in MeOH (4 mL) was added aqueous NaOH (1N, 2 mL). The reaction mixture was stirred at 25° C. for 40 min. The reaction was partitioned between DCM and brine. The organics were dried over MgSO4 and concentrated. Purification by silica column chromatography (MeOH/DCM, 0-5%) afforded the title compound as a yellow oil (0.39 g, 60.4%). [M+H] calc'd for C18H22FN3O3, 348; found, 348.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420816B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-e95f8cf605364eefbbb804dba85634e8 |
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| Source note | uspto-grants-2013_04 |
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