Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 67233992 | HCID 67233992 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58305364 | HCID 58305364 | 20.7% |
Reaction Steps
To a solution of (1R,2S) and (1S,2R)-methyl-1′-(3-fluorobenzyl)-2-(4-fluorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-5′-carboxylate (50 mg) in methanol (5 mL), THF (5 mL) and water (1 mL) was added lithium hydroxide (50 mg) at room temperature. The mixture was heated to 60° C. and stirred at 60° C. for 3 hours. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. Purification by preparative HPLC gave the title compound as white powder (10 mg). LC/MS m/e calcd. for C24H17F2lNO3: 405, observed (M+H)+: 406.2 1H NMR (400 MHz, MeOD) δppm 7.83 (dd, J=8.34, 1.52 Hz, 1 H) 7.24-7.38 (m, 5 H) 7.15 (d, J=2.02 Hz, 1 H) 7.18 (d, J=7.83 Hz, 2 H) 7.06 (t, J=8.72 Hz, 2 H) 6.99 (d, J=8.08 Hz, 1 H) 6.75 (d, J=1.52 Hz, 1 H) 5.17 (s, 2 H) 2.24-2.35 (m, 2 H); MS calcd. C24H17F2NO3 406, obsd. (ESI+) [(M+H)+] 406.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354443B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-3da53caca384423ba0d3cad376e3827d |
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| Source note | uspto-grants-2013_01 |
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