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

HRID 2319662Notes

Reaction equation

HRID 2319662 reaction equation
[CH2:40]1[CH2:41][CH2:42][NH:43][CH2:44][CH2:45]1.[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.[OH:46][C:47]([C:48]([F:49])([F:50])[F:51])=[O:52]>>[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:43]2[CH2:42][CH2:41][CH2:40][CH2:45][CH2:44]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 8082PiperidineHCID 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 76568019racemic (2'R,3R,4'S)-6-chloro-4'-(3-chlorophenyl)-2'-isopropenyl-1'-(3-piperidin-1-yl-propyl) spiro[3H-indole-3,3' piperidine]-2,6'(1H)-dione

Sources & evidence

ORD record
ord-a1398595c05e4d38976faa0a54f550ea
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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