4-Toluenesulfonyl chloride → 5-bromo-1-(4-methylbenzenesulfonyl)-1H-indole-3-carbaldehyde

HRID 284523Notes

Reaction equation

HRID 284523 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([CH:11]=[O:12])[cH:6][nH:7][c:8]2[cH:9][cH:10]1.[CH:18]([N-:19][CH:20]([CH3:21])[CH3:22])([CH3:23])[CH3:24].[Li+:25].[O:13]1[CH2:14][CH2:15][CH2:16][CH2:17]1.[O:37]1[CH2:38][CH2:39][CH2:40][CH2:41]1.[S:26](=[O:27])(=[O:28])([c:29]1[cH:30][cH:31][c:32]([CH3:33])[cH:34][cH:35]1)[Cl:36]>>[Br:1][c:2]1[cH:3][c:4]2[c:5]([CH:11]=[O:12])[cH:6][n:7]([S:26](=[O:27])(=[O:28])[c:29]3[cH:30][cH:31][c:32]([CH3:33])[cH:34][cH:35]3)[c:8]2[cH:9][cH:10]1

Participants

6

Reactant 5

HCID 73974-Toluenesulfonyl chlorideHCID 8028Tetrahydrofuran2×HCID 28486Lithium ionHCID 701375-Bromoindole-3-carbaldehydeHCID 5062348Diisopropylamide

Product 1

HCID 103849695-bromo-1-(4-methylbenzenesulfonyl)-1H-indole-3-carbaldehyde

Sources & evidence

ORD record
ord-c0bd45de10a04846b15d507e2179fc7c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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