HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl [(3S)-1-(5-nitro-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate → tert-Butyl [(3S)-1-(5-amino-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl [(3S)-1-(5-nitro-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate | HCID 86726676 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl [(3S)-1-(5-amino-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate | HCID 86726677 | 102.8% |
Reaction Steps
To a solution of tert-butyl [(3S)-1-(5-nitro-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate (411.2 mg, 1.128 mmol) in MeOH (5.00 mL) under a nitrogen atmosphere was added 10% Pd on carbon (108.7 mg, 0.1021 mmol). The reaction mixture was hydrogenated at 1 atm. for 14 h. The mixture was then filtered through a pad of diatomaceous earth (eluted with MeOH). The filtrate was concentrated under reduced pressure to give the sub-title compound as an off-white solid (387.9 mg) which was used directly in the next step without further purification. LCMS calc. for C17H27N4O3 (M+H)+: m/z=335.2. found 335.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278950B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-5787cfcbfcf44a549e26534bd4bc545e |
| Source note | uspto-grants-2016_03 |