N-(5-fluoro-2-phenoxyphenyl)acetamide → N-(5-Fluoro-2-phenoxy-phenyl)-N-[5-methoxy-2-(2-triisopropylsilanyloxy-ethoxy)-benzyl]-acetamide

HRID 1717519Notes

Reaction equation

HRID 1717519 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:7]=1.Br[CH2:20][C:21]1[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[CH:37][C:22]=1[O:23][CH2:24][CH2:25][O:26][Si:27]([CH:34]([CH3:36])[CH3:35])([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])[CH3:29]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([N:8]([CH2:20][C:21]2[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[CH:37][C:22]=2[O:23][CH2:24][CH2:25][O:26][Si:27]([CH:34]([CH3:36])[CH3:35])([CH:28]([CH3:30])[CH3:29])[CH:31]([CH3:33])[CH3:32])[C:9](=[O:11])[CH3:10])[CH:7]=1

Participants

3

Reactant 2

HCID 44126830N-(5-fluoro-2-phenoxyphenyl)acetamideHCID 59765852[2-(2-Bromomethyl-4-methoxy-phenoxy)-ethoxy]-triisopropyl-silane

Product 1

HCID 24785553N-(5-Fluoro-2-phenoxy-phenyl)-N-[5-methoxy-2-(2-triisopropylsilanyloxy-ethoxy)-benzyl]-acetamideYield 56%

Procedure

The general procedure C was applied to N-(5-Fluoro-2-phenoxy-phenyl)-acetamide and 9b. The desired compound 9c was obtained in 56% yield (3.27 g; 5.61 mmol).

Sources & evidence

ORD record
ord-07df11d8d507416f98b01edb72d4fd19
Source dataset
uspto-grants-2010_09
Patent number
US07803960B2

Reaction notes

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