Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 66995496 | HCID 66995496 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54597140 | HCID 54597140 | — |
Reaction Steps
A suspension of Example 1E (45 mg, 0.081 mmol) in ethanol (6 ml) was treated with 2 ml of a 6N HCl solution, refluxed for 1 hour, then cooled and concentrated to near dryness. The residue was triturated with water and the resulting solid was collected, dissolved in methanol and CH2Cl, adsorbed onto Celite, and purified by silica gel chromatography (4% methanol in CH2Cl2) to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.94 (s, 3 H) 6.79 (dt, J=8.82 Hz, 2.37 Hz, 1 H) 7.15 (d, J=8.14 Hz, 1 H) 7.32 (q, J=8.14 Hz, 1 H) 7.45 (dd, J=8.48 Hz, 1.36 Hz, 1 H) 7.51 (dt, J=2.37 Hz, 11.87 Hz, 1 H) 7.59 (m, 2 H) 7.69 (m, 3 H) 7.99 (s, 1 H) 8.05 (d, J=8.48 Hz, 1 H) 8.37 (s, 1 H) 8.89 (s, 1 H) 8.96 (s, 1 H) 12.94 (s, 1 H). MS (ESI(+)) m/e 427 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08293738B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-5a6c7c89b8044ffdb97805f7dc78146f |
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| Source note | uspto-grants-2012_10 |
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