Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-1,3-dicarboxylic acid, 4-[[[(1R)-1-(1-pyrrolidinylcarbonyl)propyl]amino]methyl]-, 1-(1,1-dimethylethyl) 3-methyl ester | HCID 58293522 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67225063 | HCID 67225063 | 7.8% |
Reaction Steps
To a 20 mL round bottom flask with a stirrer was added (R)-1-tert-butyl 3-methyl 4-((1-oxo-1-(pyrrolidin-1-yl)butan-2-ylamino)methyl)-1H-pyrrolo[2,3-b]pyridine-1,3-dicarboxylate (150 mg, 0.337 mmol), MeOH (1 mL) and THF (1 mL). Aqueous NaOH (12 N, 1 mL) was added and the reaction mixture was stirred at 53° C. for 16 h. The solvent was removed and the resulting residue was further purified via preparative mass trigger LC-MS (AcCN/H2O, 5-50%). The fractions were collected, concentrated, and dried in vacuo to afford the title compound as a yellow oil (8.7 mg, 0.026 mmol, 7.80%). [M+H] calc'd for C17H22N4O3, 331; found, 331.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420816B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-4266642c4c6e44b4a6ebb827b6d5e8c9 |
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| Source note | uspto-grants-2013_04 |
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