Hydrogen cation → (+/-)-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

HRID 2145693Notes

Reaction equation

HRID 2145693 reaction equation
[CH2:1]([O:2][CH2:3][CH3:4])[CH3:5].[Cl:12][C:13]([Cl:14])([Cl:15])[C:38](=[NH:39])[O:40][CH:16]([CH3:17])[c:18]1[cH:19][c:20]([Cl:37])[cH:21][c:22]2[c:23]([C:35]#[N:36])[cH:24][n:25]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[c:26]12.[Cl:63][CH2:64][Cl:65].[F:41][c:42]1[cH:43][cH:44][c:45]([C:48]2([CH2:61][OH:62])[CH2:49][CH2:50][N:51]([C:54](=[O:55])[O:56][C:57]([CH3:58])([CH3:59])[CH3:60])[CH2:52][CH2:53]2)[cH:46][cH:47]1.[F:6][B-:7]([F:8])([F:9])[F:10].[H+:11]>>[CH:16]([CH3:17])([c:18]1[cH:19][c:20]([Cl:37])[cH:21][c:22]2[c:23]([C:35]#[N:36])[cH:24][n:25]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[c:26]12)[O:62][CH2:61][C:48]1([c:45]2[cH:44][cH:43][c:42]([F:41])[cH:47][cH:46]2)[CH2:49][CH2:50][N:51]([C:54](=[O:55])[O:56][C:57]([CH3:58])([CH3:59])[CH3:60])[CH2:52][CH2:53]1

Participants

7

Reactant 6

HCID 1038Hydrogen cationHCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 26255TetrafluoroborateHCID 19084679Tert-butyl 4-(4-fluorophenyl)-4-(hydroxymethyl)piperidine-1-carboxylateHCID 57546157(+/-)-1-(5-chloro-3-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indol-7-yl)ethyl 2,2,2-trichloroacetimidate

Product 1

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

Sources & evidence

ORD record
ord-99b37bbe356c4b3c84eef35c032c5dce
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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