Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 75231051 | HCID 75231051 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 75231052 | HCID 75231052 | 90.6% |
Reaction Steps
A mixture of racemic (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-methoxycarbonyl-1-methyl-ethoxy)-pyridin-3-yl]-2′-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (160 mg, 0.27 mmol), LiOH.H2O (250 mg, 5.94 mol), H2O (5 mL) and methanol (15 mL) was heated at 80° C. for 40 min. After cooled to room temperature, the solution was acidified to “pH” 1 by addition of 1N HCl solution. The aqueous layer was extracted with EtOAc. The organic layer was washed with water, brine, dried over anhydrous Na2SO4 and concentrated to give the title compound as a light yellow solid (140 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07928233B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-c80590c4f6954420915274a5cbec8920 |
|---|
| Source note | uspto-grants-2011_04 |
|---|