Dimethylformamide → (1-Methoxyethyl)(trimethyl)silane

HRID 2134548Notes

Reaction equation

HRID 2134548 reaction equation
[CH3:1][O:2][CH:3]([CH3:4])[Si:5]([CH3:6])([CH3:7])[CH3:8].[CH3:43][N:44]([CH3:45])[CH:46]=[O:47].[Cl:38][CH2:39][CH2:40][CH2:41][I:42].[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([C:33](=[CH2:34])[CH3:35])[NH:21][C:22](=[O:32])[CH2:23][CH:24]1[c:25]1[cH:26][c:27]([Cl:31])[cH:28][cH:29][cH:30]1.[H-:36].[Li+:37]>>[CH3:1][O:2][CH:3]([CH3:4])[Si:5]([CH3:6])([CH3:7])[CH3:8].[Cl:9][c:10]1[cH:11][cH:12][c:13]2[c:17]([cH:18]1)[NH:16][C:15](=[O:19])[C:14]21[CH:20]([C:33](=[CH2:34])[CH3:35])[N:21]([CH2:41][CH2:40][CH2:39][Cl:38])[C:22](=[O:32])[CH2:23][CH:24]1[c:25]1[cH:26][c:27]([Cl:31])[cH:28][cH:29][cH:30]1

Participants

8

Reactant 6

HCID 6228DimethylformamideHCID 28486Lithium ionHCID 813631-Chloro-3-iodopropaneHCID 166653HydrideHCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 77580308racemic (2'R,3R,4'S)-6-chloro-4'-(3-chlorophenyl)-2'-isopropenylspiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

Product 2

HCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 775800656-chloro-4'-(3-chlorophenyl)-1'-(3-chloropropyl)-6'-prop-1-en-2-ylspiro[1H-indole-3,5'-piperidine]-2,2'-dione

Sources & evidence

ORD record
ord-c3605471856f49b78ef5eb97e7ddb50b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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