Trifluoroacetic acid → racemic (2'R,3R,4'S)-1'-[3-(4-acetylamino-piperidin-1-yl)-propyl]-6-chloro-4'-(3-chlorophenyl)-2'-isopropenyl spiro[3H-indole-3,3' piperidine]-2,6'(1H)-dione

HRID 951551Notes

Reaction equation

HRID 951551 reaction equation
[CH3:1][O:2][CH:3]([Si:4]([CH3:5])([CH3:6])[CH3:7])[CH3:8].[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([C:37](=[CH2:38])[CH3:39])[N:21]([CH2:33][CH2:34][CH2:35][Cl:36])[C:22](=[O:32])[CH2:23][CH:24]1[c:25]1[cH:26][c:27]([Cl:31])[cH:28][cH:29][cH:30]1.[NH:40]1[CH2:41][CH2:42][CH:43]([NH:46][C:47]([CH3:48])=[O:49])[CH2:44][CH2:45]1.[OH:50][C:51]([C:52]([F:53])([F:54])[F:55])=[O:56]>>[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([C:37](=[CH2:38])[CH3:39])[N:21]([CH2:33][CH2:34][CH2:35][N:40]2[CH2:41][CH2:42][CH:43]([NH:46][C:47]([CH3:48])=[O:49])[CH2:44][CH2:45]2)[C:22](=[O:32])[CH2:23][CH:24]1[c:25]1[cH:26][c:27]([Cl:31])[cH:28][cH:29][cH:30]1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 14451564-AcetamidopiperidineHCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 775800656-chloro-4'-(3-chlorophenyl)-1'-(3-chloropropyl)-6'-prop-1-en-2-ylspiro[1H-indole-3,5'-piperidine]-2,2'-dione

Product 1

HCID 76567943racemic (2'R,3R,4'S)-1'-[3-(4-acetylamino-piperidin-1-yl)-propyl]-6-chloro-4'-(3-chlorophenyl)-2'-isopropenyl spiro[3H-indole-3,3' piperidine]-2,6'(1H)-dione

Sources & evidence

ORD record
ord-28ba062c5e5640548496b50eaef84626
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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