Tetrahydrofuran → (+/-)-tert-butyl 4-((1-(5-chloro-3-cyano-1H-indol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

HRID 671421Notes

Reaction equation

[CH2:46]([N+:47]([CH2:48][CH2:49][CH2:50][CH3:51])([CH2:52][CH2:53][CH2:54][CH3:55])[CH2:56][CH2:57][CH2:58][CH3:59])[CH2:60][CH2:61][CH3:62].[CH2:63]1[O:64][CH2:65][CH2:66][CH2:67]1.[Cl:1][c:2]1[cH:3][c:4]2[c:5]([C:43]#[N:44])[cH:6][n:7]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:40])([CH3:41])[CH3:42])[c:8]2[c:9]([CH:11]([CH3:12])[O:13][CH2:14][C:15]2([c:28]3[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]3)[CH2:16][CH2:17][N:18]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:19][CH2:20]2)[cH:10]1.[F-:45]>>[Cl:1][c:2]1[cH:3][c:4]2[c:5]([C:43]#[N:44])[cH:6][nH:7][c:8]2[c:9]([CH:11]([CH3:12])[O:13][CH2:14][C:15]2([c:28]3[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]3)[CH2:16][CH2:17][N:18]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:19][CH2:20]2)[cH:10]1

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 16028Tetrabutylammonium

HCID 28179Fluoride Ion

HCID 57546180(+/-)-tert-butyl 4-((1-(5-chloro-3-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

Product 1

HCID 57545997(+/-)-tert-butyl 4-((1-(5-chloro-3-cyano-1H-indol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

Sources & evidence

ORD record: ord-458dc8dd16a449f28a8d653725849b2c
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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