Dimethylformamide → (1-Methoxyethyl)(trimethyl)silane

HRID 290086Notes

Reaction equation

HRID 290086 reaction equation
[C:43]([CH3:44])([CH3:45])([CH3:46])[O:47][C:48]([NH:49][CH2:50][CH2:51][Br:52])=[O:53].[CH3:1][O:2][CH:3]([CH3:4])[Si:5]([CH3:6])([CH3:7])[CH3:8].[CH3:54][N:55]([CH3:56])[CH:57]=[O:58].[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:34]2[cH:35][c:36]([Cl:40])[cH:37][cH:38][cH:39]2)[NH:21][C:22](=[O:33])[CH2:23][CH:24]1[c:25]1[c:26]([CH3:32])[cH:27][cH:28][c:29]([F:31])[cH:30]1.[H-:41].[Li+:42]>>[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:34]2[cH:35][c:36]([Cl:40])[cH:37][cH:38][cH:39]2)[N:21]([CH2:51][CH2:50][NH:49][C:48]([O:47][C:43]([CH3:44])([CH3:45])[CH3:46])=[O:53])[C:22](=[O:33])[CH2:23][CH:24]1[c:25]1[c:26]([CH3:32])[cH:27][cH:28][c:29]([F:31])[cH:30]1

Participants

8

Reactant 6

HCID 6228DimethylformamideHCID 28486Lithium ionHCID 166653HydrideHCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 76568090racemic (2'S,3S,4'R)-6-chloro-2'-(3-chlorophenyl)-4'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

Product 2

HCID 22400412(1-Methoxyethyl)(trimethyl)silaneHCID 77580097tert-butyl N-[2-[6-chloro-2'-(3-chlorophenyl)-4'-(5-fluoro-2-methylphenyl)-2,6'-dioxospiro[1H-indole-3,3'-piperidine]-1'-yl]ethyl]carbamate

Sources & evidence

ORD record
ord-966d3cb53bfb4abc82f32beae44e6a83
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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