Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 59909844 | HCID 59909844 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 9923900 | HCID 9923900 | 107.1% |
Reaction Steps
A solution of 2-((1R)-1-{2-[(benzyloxy)amino]-2-oxoethyl}-4-cyclohexylbutyl)-5-methyl-1,3-oxazole-4-carboxamide (Preparation 74) (133 mg, 0.31 mmol) in ethanol (6 ml) was treated with 5% palladium on barium sulphate (80 mg) and ammonium formate (196 mg, 3.10 mmol) and the mixture was heated at 45° C. for 2.5 hours. The solution was filtered through Arbocel® and the solvent removed from the filtrate under reduced pressure. The residue was azeotroped from dichloromethane (×3) then purified by column chromatography on silica gel eluting with dichloromethane:methanol:0.88 ammonia (98:2:0.2 to 90:10:1) to afford the title compound as a white solid (56 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06897306B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-d41369d9419d40918f670c1e534f495f |
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| Source note | uspto-grants-2005_05 |
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