Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 89650477 | HCID 89650477 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 89651135 | HCID 89651135 | — |
Reaction Steps
A suspension of compound vii (0.140 g, 0.410 mmol) in aqueous sodium hydroxide solution (2M, 3 mL) was heated to 75° C. for 48 h, cooled to 0° C. and acidified to pH ˜2 using concentrated hydrochloric acid (35%). The resulting colourless precipitate was filtered, washed with water (3 mL) and air dried to give the desired compound viii. (0.116 g, 0.369 mmol, 90%) as a colourless powder, 1H NMR (300 MHz, DMSO-d6): δ 9.98 (1H, br s), 9.17 (1H, br s), 8.58 (1H, s), 7.94 (1H, br t), 7.30 (1H, t, J 7.7), 7.20 (1H, s), 7.12-7.06 (2H, m), 7.01 (1H, d, J 7.7), 3.13 (2H, dq, J 6.7 and 7.7), 1.05 (3H, t, J 7.2); [M+H]+ m/z=315.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09060515B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-96e6beb1a50f470295bde920d19fd7e5 |
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| Source note | uspto-grants-2015_06 |
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