HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Diethyl 1-(3-aminobutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diethyl 1-{3-[(tert-butoxycarbonyl)amino]butan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate | HCID 67236832 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Diethyl 1-(3-aminobutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate | HCID 67236563 | 83.2% |
Reaction Steps
To a solution of diethyl 1-{3-[(tert-butoxycarbonyl)amino]butan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (6.00 g, 13.8 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL). The mixture is stirred at room temperature for 16 h. The mixture is concentrated under reduced pressure and the residue is partitioned between ethyl acetate and saturated NaHCO3 solution. The resulting white solid was collected by filtration and dried in vacuo to afford the title compound (3.83 g, 83%). LCMS: 334.80 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073926B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-a75df8afce314d8c862e398c81a9dd9c |
| Source note | uspto-grants-2015_07 |