Water → HCID 77502807, compound

HRID 504492Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:41])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[O:23][CH2:24][CH:25]([C:27]([O:29]CC)=[O:28])[CH3:26])[CH2:14][C:13](=[O:32])[NH:12][CH:11]3[C:33]3[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=3[F:40])[C:5]2=[CH:4][CH:3]=1.[OH-].[Na+].O>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:41])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[O:23][CH2:24][CH:25]([C:27]([OH:29])=[O:28])[CH3:26])[CH2:14][C:13](=[O:32])[NH:12][CH:11]3[C:33]3[CH:38]=[C:37]([F:39])[CH:36]=[CH:35][C:34]=3[F:40])[C:5]2=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of racemic (2′R,3R,4′S)-6-chloro-4′-[5-chloro-2-(2-ethoxycarbonyl-2-methyl-ethoxy)-phenyl]-2′-(2,5-difluoro phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (400 mg), NaOH (111 mg), H2O (5 mL) and THF (10 mL) was heated at 80° C. for 1 h. Then THF was removed by vacuum. The water solution was acidified by concentrated hydrochloric acid to “pH” 1. The white precipitate was collected by filtration to give title compound as a white solid (300 mg).

Workup

customThen THF was removed by vacuum
filtrationThe white precipitate was collected by filtration

Sources & evidence

ORD record: ord-7939a52cba46498bac40ba3ad76b22a3
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776875B2

Reaction notes

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