Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67285789 | HCID 67285789 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67285457 | HCID 67285457 | — |
Reaction Steps
To a solution of 1′-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-2,2-dimethyl-6′-morpholinospiro[[1,3]dioxane-5,3′-indoline] (0.057 g, 0.105 mmol) in THF (1 mL) was added 1.0 N HCl (1.05 mL, 1.05 mmol). After stirring at rt for 1 h, the solution was purified by column chromatography (eluting with a gradient of 0-10% MeOH in DCM) to give (1-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-6-morpholinoindoline-3,3-diyl)dimethanol as a yellow solid. 1H NMR (500 MHz, DMSO-d6) δ ppm 8.72 (1H, d, J=4.89 Hz), 8.03 (1H, td, J=7.70, 1.71 Hz), 7.97 (1H, dd, J=9.29, 6.11 Hz) 7.92 (1H, d, J=7.83 Hz), 7.84 (1H, dd, J=10.15, 2.57 Hz), 7.47-7.57 (2H, m), 7.06 (1H, d, J=8.07 Hz), 6.21 (1H, dd, J=8.19, 2.08 Hz), 5.45 (1H, d, J=1.96 Hz), 4.91 (1H, t, J=5.26 Hz), 4.84 (1H, t, J=5.26 Hz), 3.79-3.91 (2H, m), 3.72 (2H, d, J=5.38 Hz), 3.65 (2H, dd, J=5.38, 1.22 Hz), 3.58 (4H, t, J=4.89 Hz), 2.76-2.89 (4H, m), 2.29 (s, 3H). Mass Spectrum (ESI) m/e=501.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765940B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-c1975476a45d468b915010e89518eaa3 |
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| Source note | uspto-grants-2014_07 |
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