Water → HCID 76567999, compound

HRID 1728204Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH2:34][C:35]([C:38]([O:40]C)=[O:39])([CH3:37])[CH3:36])=[C:6]([C@@H:8]2[C@:13]3([C:21]4[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=4)[NH:15][C:14]3=[O:23])[C@H:12]([C:24]3[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=3[CH3:31])[CH2:11][C:10](=[O:32])[NH:9]2)[CH:7]=1.[OH-].[Na+].O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH2:34][C:35]([C:38]([OH:40])=[O:39])([CH3:37])[CH3:36])=[C:6]([CH:8]2[C:13]3([C:21]4[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=4)[NH:15][C:14]3=[O:23])[CH:12]([C:24]3[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=3[CH3:31])[CH2:11][C:10](=[O:32])[NH:9]2)[CH:7]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of (2′R,3R,4′S)-2′-[5-bromo-2-(2-methoxycarbonyl-2-methyl-propoxy)-phenyl]-6-chloro-4′-(5-chloro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg), NaOH (40 mg), H2O (5 mL) and THF (2 mL) was heated at 80° C. for 2 h. Then the mixture was concentrated. The remaining aqueous solution was acidified to “pH” 2 by concentrated aqueous HCl (1.5 mL). The white precipitate was collected by filtration to give the title compound as a white solid (Yield: 20 mg).

Workup

concentrationThen the mixture was concentrated
filtrationThe white precipitate was collected by filtration

Sources & evidence

ORD record: ord-a24e8c9ed75e4a9891f0040275ffbe4a
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07495007B2

Reaction notes

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