Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 89783366 | HCID 89783366 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89793631 | HCID 89793631 | 16.5% |
Reaction Steps
Prepared according to Example 50, using TEA (57.6 μl, 0.414 mmol), (S)-2-(2-methyl-3-(pyrrolidin-3-ylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Ex. 55, 125 mg, 0.345 mmol), Ac2O (65.1 μl, 0.690 mmol), and DCM (3.5 mL) stirring at 25° C. for 1.5 h. Purification by trituration with Et2O and elution through a Si-carbonate cartridge (Silicycle) provided (S)-2-(3-((1-acetylpyrrolidin-3-yl)amino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (23 mg, 16.5%). 1H NMR (DMSO-d6) δ: 7.84-7.90 (m, 1H), 7.53-7.59 (m, 1H), 7.32-7.40 (m, 1H), 7.13-7.21 (m, 2H), 6.89-6.97 (m, 1H), 4.61-4.75 (m, 1H), 3.45-3.98 (m, 3H), 3.38-3.45 (m, 1H), 2.82-2.90 (m, 2H), 2.57 (s, 3H), 2.04-2.44 (m, 2H), 1.98 (s, 3H), 1.12-1.21 (m, 2H). m/z (ESI, +ve) 405.1 (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-91df1414cc4048e2b5e1cfb736601f2c |
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| Source note | uspto-grants-2016_07 |
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