Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formate | HCID 283 | — |
| Reactant | HCID 54424633 | HCID 54424633 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 53887049 | HCID 53887049 | 73.4% |
Reaction Steps
Pd—C (5 wt %, 0.10 g) was added to a suspension of (3RS)-1-[(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl]-3-benzyloxycarbonylamino-2,3-dihydro-5-isopropyl-1H-1,4-benzodiazepin-2-one (0.718 g) in methanol (20 ml) and then anmonium formate (0.351 g) at room temperature. The mixture was stirred at the same condition for 4 hours and filtered on Celite® to remove the catalyst. The filtrate was concentrated in vacuo and the residue was taken up with ethyl acetate (100 ml) and a saturated aqueous sodium hydrogen carbonate (50 ml). The organic layer was washed with a brine (50 ml) and dried over anhydrous sodium sulfate. Filtration and evaporation gave (3RS)-3-amino-1-[(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl]-2,3-dihydro-5-isopropyl-1H-1,4-benzodiazepin-2-one (0.39 g) which was used in a following reaction step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291452B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-acf002419e41499fae4d5dea647e27f9 |
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| Source note | uspto-grants-2001_09 |
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