Methanol → 8-(benzyloxy)-5-[(1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]quinolin-2(1H)-one

HRID 2133382Notes

Reaction equation

HRID 2133382 reaction equation
[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[cH:10][cH:11][c:12]([CH:20]([CH2:21][Br:22])[OH:23])[c:13]2[cH:14][cH:15][c:16](=[O:19])[nH:17][c:18]12.[CH2:52]1[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57]1.[CH3:24][N:25]([CH3:26])[CH:27]=[O:28].[CH3:58][OH:59].[F:37][C:38]([F:39])([F:40])[S:41]([O:42][Si:43]([CH3:44])([CH3:45])[C:46]([CH3:47])([CH3:48])[CH3:49])(=[O:50])=[O:51].[n:29]1[c:30]([CH3:31])[cH:32][cH:33][cH:34][c:35]1[CH3:36]>>[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][c:9]1[cH:10][cH:11][c:12]([CH:20]([CH2:21][Br:22])[O:23][Si:43]([CH3:44])([CH3:45])[C:46]([CH3:47])([CH3:48])[CH3:49])[c:13]2[cH:14][cH:15][c:16](=[O:19])[nH:17][c:18]12

Participants

7

Reactant 6

HCID 887MethanolHCID 6228DimethylformamideHCID 79372,6-LutidineHCID 8078CyclohexaneHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonateHCID 21880612(R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)-quinolin-2(1H)-one

Product 1

HCID 218806418-(benzyloxy)-5-[(1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]quinolin-2(1H)-one

Sources & evidence

ORD record
ord-bb06934743414cbfbb6521eaf9f3726b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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