Bromide ion → 6-bromo-3-(1-hydroxy-2-pyridin-2-ylethyl)-2-(4-methanesulfonylbenzyl)-4-phenyl-2H-isoquinolin-1-one

HRID 1567134Notes

Reaction equation

HRID 1567134 reaction equation
[Br-:13].[Br-:15].[Br:16][Mg:17][CH2:18][c:19]1[n:20][cH:21][cH:22][cH:23][cH:24]1.[Br:25][c:26]1[cH:27][c:28]2[c:29](-[c:50]3[cH:51][cH:52][cH:53][cH:54][cH:55]3)[c:30]([CH:48]=[O:49])[n:31]([CH2:37][c:38]3[cH:39][cH:40][c:41]([S:44](=[O:45])(=[O:46])[CH3:47])[cH:42][cH:43]3)[c:32](=[O:36])[c:33]2[cH:34][cH:35]1.[C:56](=[O:57])([O-:58])[OH:59].[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[CH2:67]1[O:68][CH2:69][CH2:70][CH2:71]1.[CH3:61][CH2:62][CH2:63][CH2:64][CH2:65][CH3:66].[CH3:6][c:7]1[cH:8][cH:9][cH:10][cH:11][n:12]1.[Mg+2:14].[Na+:60].[OH2:72]>>[Br:16][Mg:17][CH2:18][c:19]1[n:20][cH:21][cH:22][cH:23][cH:24]1.[CH2:6]([c:7]1[cH:8][cH:9][cH:10][cH:11][n:12]1)[CH:48]([c:30]1[c:29](-[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:28]2[cH:27][c:26]([Br:25])[cH:35][cH:34][c:33]2[c:32](=[O:36])[n:31]1[CH2:37][c:38]1[cH:39][cH:40][c:41]([S:44](=[O:45])(=[O:46])[CH3:47])[cH:42][cH:43]1)[OH:49]

Participants

13

Reactant 11

HCID 259Bromide ion2×HCID 769Bicarbonate IonHCID 888Magnesium CationHCID 923Sodium ionHCID 962WaterHCID 79752-MethylpyridineHCID 8028TetrahydrofuranHCID 8058HexaneHCID 230608166-Bromo-2-(4-methanesulfonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carbaldehydeHCID 178418339ButyllithiumHCID 178419667HCID 178419667, compound

Product 2

HCID 230609606-bromo-3-(1-hydroxy-2-pyridin-2-ylethyl)-2-(4-methanesulfonylbenzyl)-4-phenyl-2H-isoquinolin-1-oneHCID 178419667HCID 178419667, compound

Sources & evidence

ORD record
ord-f0e742596aab45caba166477fa6255f3
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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