Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58826320 | HCID 58826320 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58826332 | HCID 58826332 | 95% |
Reaction Steps
To a solution of (R)-methyl 3-(7-methyl-1H-indazol-5-yl)-2-(4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxamido)propanoate (2.44 g, 5 mmol) in THF (50 mL) was added a solution of lithium hydroxide (420 mg, 10 mmol) in water (15 mL) at room temperature. After 1 h, most of the THF was removed and neutralized with 1.0 M hydrogen chloride to give (R)-3-(7-methyl-1H-indazol-5-yl)-2-(4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxamido)propanoic acid as a white solid in 95% yield. 1H-NMR (CD3OD) δ 7.97 (s, 1H), 7.66 (d, J=8 Hz, 1H), 7.60 (s, 1H), 7.51-7.48 (m, 2H), 7.33 (d, J=8 Hz, 1H), 7.27-7.24 (m, 1H), 7.12 (s, 1H), 4.61-4.58 (m, 1H), 4.14-4.08 (m, 2H), 3.76-3.73 (m, 2H), 3.13-2.84 (m, 4H), 2.54 (s, 3H), 1.90-1.84 (m, 4H), 1.48-1.34 (m, 2H); MS (ESI) 474 (M+H) ; Rf=1.89.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834007B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-39cc0971e7aa471ea08b16d507cefd39 |
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| Source note | uspto-grants-2010_11 |
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