Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 68304348 | HCID 68304348 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68304342 | HCID 68304342 | 66% |
Reaction Steps
To a solution of 0.23 g (0.47 mmol) of [3′-(3-chloro-benzoylamino)-5′-cyclopropylcarbamoyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid ethyl ester in a 5:2 mixture of tetrahydrofuran:methanol is added a solution of 0.056 g (2.3 mmol) of lithium hydroxide in water (1 mL). The reaction mixture is stirred overnight and then concentrated under reduced pressure to remove volatile organics. The pH of the mixture is adjusted to approximately pH 2 by the addition of concentrated hydrochloric acid causing a solid to precipitate. The formed colorless solid is collected by filtration and dried under vacuum to provide 0.14 g (66%) of [3′-(3-chloro-benzoylamino)-5′-cyclopropylcarbamoyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952004B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-6b48736e6eb049b6b2c3d6aefc9bcdd6 |
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| Source note | uspto-grants-2015_02 |
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