Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | (R)-3-{4-[2-(2-o-tolylamino-3H-benzimidazol-5-yl)acetylamino]phenyl}butanoic acid dihydrate | HCID 69532798 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 53963459 | HCID 53963459 | — |
Reaction Steps
A solution of ethyl 3(R)-(4-nitrophenyl)butanoate (4.0 g, Reference Example 2) in ethanol (100 mL) was treated with ammonium formate (about 15 g). The reaction mixture was immersed in an oil-bath in a single neck flask, the solution was heated to 50° C., then treated with palladium on charcoal (about 1 g, 5%) to give an immediate visible effervescence. The mixture was kept at 50° C. with stirring for about an hour, then filtered through filter-aid. The filtrate was evaporated and the residue was partitioned between tert-butyl methyl ether and water. The organic phase was dried then evaporated to give the title compound (2.8 g) as a light brown gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06593354B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-831c250e48fb49198351168150d6ae95 |
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| Source note | uspto-grants-2003_07 |
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