Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 68759365 | HCID 68759365 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67496520 | HCID 67496520 | 47.4% |
Reaction Steps
To a 20 ml vial were added (S)-methyl 1-(2-(tert-butoxycarbonyl)-3-phenylpropanoyl)-6-(pyridin-4-yl)indoline-4-carboxylate 54.8.A (900 mg, 1.8 mmole), LiOH)(376 mg, 9.0 mmole), 40 ml of THF, and 10 ml of water. The reaction was stirred at 50° C. for 3 hour at which time the solvent was removed by a stream of nitrogen. The crude product was purified using a silica gel column (eluting with 10% MeOH in DCM) to give (S)-1-(2-(tert-butoxycarbonyl)-3-phenylpropanoyl)-6-(pyridin-4-yl)indoline-4-carboxylic acid 60.A as a yellow solid (403 mg, 46% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785468B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-99d0fb24c38c4a7e8ccf35781c84778d |
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| Source note | uspto-grants-2014_07 |
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