Dimethyl Sulfoxide → ethyl 7-bromo-3-(3-oxopropyl)-1H-indole-2-carboxylate

HRID 826410Notes

Reaction equation

HRID 826410 reaction equation
[Br:1][c:2]1[cH:3][cH:4][cH:5][c:6]2[c:7]([CH2:16][CH2:17][CH2:18][O:19][c:20]3[c:21]4[c:22]([cH:23][cH:24][cH:25][cH:26]4)[cH:27][cH:28][cH:29]3)[c:8]([C:11](=[O:12])[O:13][CH2:14][CH3:15])[nH:9][c:10]12.[CH3:30][CH2:31][N:32]([CH2:33][CH3:34])[CH2:35][CH3:36].[CH3:50][S:51]([CH3:52])=[O:53].[CH3:54][CH2:55][O:56][C:57](=[O:58])[CH3:59].[Cl:47][CH2:48][Cl:49].[n:37]1[cH:38][cH:39][cH:40][cH:41][c:42]1[S:43]([O-:44])(=[O:45])=[O:46]>>[Br:1][c:2]1[cH:3][cH:4][cH:5][c:6]2[c:7]([CH2:16][CH2:17][CH:18]=[O:19])[c:8]([C:11](=[O:12])[O:13][CH2:14][CH3:15])[nH:9][c:10]12

Participants

7

Reactant 6

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 4658711Pyridine-2-sulfonateHCID 68938945ethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate

Product 1

HCID 86628021ethyl 7-bromo-3-(3-oxopropyl)-1H-indole-2-carboxylate

Sources & evidence

ORD record
ord-dcb9ba63a18e489fa454eb28c6d68cb7
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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