HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diethyl (S)-1-(1-((tert-butoxycarbonyl)amino)propan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate | HCID 67238103 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate | HCID 67236980 | 95% |
Reaction Steps
To a solution of diethyl 1-{(2S)-1-[(tert-butoxycarbonyl)amino]propan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (3.00 g, 7.15 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL). The mixture is stirred at room temperature for 3 hr then is concentrated under reduced pressure. The residue is taken up in ethyl acetate and is washed with brine, is dried (Na2SO4) and concentrated in vacuo to afford the title compound (2.17 g) which is used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073926B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-59eb7f3fe701497ba6ae9ac180eae63e |
| Source note | uspto-grants-2015_07 |