Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 68224035 | HCID 68224035 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 67443228 | HCID 67443228 | 90% |
Reaction Steps
To a suspension of 113 (100 mg, 0.197 mmol) in pyridine (3 mL) was added Ac2O (30.2 mg, 0.296 mmol) and the reaction mixture was stirred for an hour. The mixture was concentrated then re-dissolved in EtOAc and washed with saturated CuSO4 solution then water. The organic phase was collected, dried over anhydrous Na2SO4, filtered and concentrated. The resultant solid was triturated with Et2O to afford title compound 114 (97 mg, 90% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 8.68 (s, 1H), 8.48 (m, 1H), 8.03 (s, 1H, rotamer), 7.83 (m, 2H, rotamer), 7.70 (m, 1H), 7.36 (m, 3H), 7.18 (m, 1H), 6.56 (m, 2H), 4.57 (s, 2H, rotamer) 3.43 (s, 3H), 3.29 (s, 2H), 3.20 (s, 2H, rotamer), 2.49 (m, 1H), 2.06 (s, 3H, rotamer), 0.63 (m, 2H), 0.41 (m, 2H). MS (m/z)=549.57 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906852B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-08a3f9c0eb8f41039a2ee3165bd5f705 |
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| Source note | uspto-grants-2014_12 |
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