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Dimethylformamide → [6-(Tert-butyl-dimethyl-silanyloxy)-3-chloro-indol-1-yl]-acetic acid tert-butyl ester

HRID 316607
Notes
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Reaction equation

HRID 316607 reaction equation
[C:19]([CH3:20])([CH3:21])([CH3:22])[O:23][C:24]([CH2:25][Br:26])=[O:27].[C:1]([CH3:2])([CH3:3])([CH3:4])[Si:5]([O:6][c:7]1[cH:8][cH:9][c:10]2[c:11]([Cl:16])[cH:12][nH:13][c:14]2[cH:15]1)([CH3:17])[CH3:18].[C:28](=[O:29])([O-:30])[O-:31].[Cs+:32].[Cs+:33].[O:34]=[CH:35][N:36]([CH3:37])[CH3:38]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[Si:5]([O:6][c:7]1[cH:8][cH:9][c:10]2[c:11]([Cl:16])[cH:12][n:13]([CH2:25][C:24]([O:23][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:27])[c:14]2[cH:15]1)([CH3:17])[CH3:18]
ParticipantsSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 19660Carbonate IonHCID 79177tert-Butyl bromoacetateHCID 104967Cesium cation2×HCID 236145106-{[tert-Butyl(dimethyl)silyl]oxy}-3-chloro-1H-indole

Product 1

HCID 69283059
[6-(Tert-butyl-dimethyl-silanyloxy)-3-chloro-indol-1-yl]-acetic acid tert-butyl ester

Sources & evidence

ORD record
ord-4313b9bcf7d84f4ca67f83d4b63f9892
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes