Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 71731146 | HCID 71731146 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 89783360 | HCID 89783360 | 22.8% |
Reaction Steps
A mixture of 2-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (193) (0.13 g, 0.37 mmol), DMAP (0.45 g, 3.75 mmol), and Ac2O (0.35 mL, 3.75 mmol) in pyridine (2 mL) was stirred at 50° C. in 24h. The reaction mixture was cooled, concentrated to dryness, purified by ISCO (0-30% EtOAc/DCM) to give the title compound (33 mg, 22%). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.11 (1H, br. s.), 7.75-7.88 (1H, m), 7.54-7.67 (1H, m), 7.35 (1H, t, J=7.8 Hz), 7.30 (1H, d, J=2.2 Hz), 6.01 (1H, s), 4.14 (2H, t, J=6.3 Hz), 2.94 (2H, t, J=6.4 Hz), 2.55 (3H, s), 2.44 (3H, s), 1.56 (9H, s). m/z (ESI, +ve) 392.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394297B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-55a156b605f34c49b05dae4c324716d0 |
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| Source note | uspto-grants-2016_07 |
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