Dimethylformamide → (1-Methoxyethyl)(trimethyl)silane

HRID 2331290Notes

Reaction equation

HRID 2331290 reaction equation
[C:36]([CH3:37])([CH3:38])([CH3:39])[O:40][C:41]([CH2:42][Br:43])=[O:44].[C:45](=[O:46])([O-:47])[O-:48].[CH3:1][O:2][CH:3]([CH3:4])[Si:5]([CH3:6])([CH3:7])[CH3:8].[CH3:51][N:52]([CH3:53])[CH:54]=[O:55].[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.[Cs+:49].[Cs+:50]>>[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]([CH2:42][C:41]([O:40][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:44])[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 19660Carbonate IonHCID 79177tert-Butyl bromoacetateHCID 104967Cesium cation2×HCID 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 77580262tert-butyl 2-[6-chloro-4'-(3-chlorophenyl)-2,6'-dioxo-2'-prop-1-en-2-ylspiro[1H-indole-3,3'-piperidine]-1'-yl]acetate

Sources & evidence

ORD record
ord-c1fed04a6d6a4c84897a6aadc0be9c0d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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