Acetate → 3'-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)-2-fluoro-3-biphenylcarboxamide
Reaction equation
[Br:26][c:27]1[c:28]([F:36])[c:29]([C:30](=[O:31])[NH2:32])[cH:33][cH:34][cH:35]1.[CH2:55]1[O:56][CH2:57][CH2:58][O:59][CH2:60]1.[CH3:37][C:38]([CH3:39])([CH3:40])[Si:41]([O:42][CH2:43][c:44]1[cH:45][c:46]([B:50]([OH:51])[OH:52])[cH:47][cH:48][cH:49]1)([CH3:53])[CH3:54].[K+:20].[K+:21].[O-:22][C:23]([O-:24])=[O:25].[O-:62][C:63]([CH3:64])=[O:65].[O-:66][C:67]([CH3:68])=[O:69].[Pd+2:61].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[c:27]1(-[c:46]2[cH:45][c:44]([CH2:43][O:42][Si:41]([C:38]([CH3:37])([CH3:39])[CH3:40])([CH3:53])[CH3:54])[cH:49][cH:48][cH:47]2)[c:28]([F:36])[c:29]([C:30](=[O:31])[NH2:32])[cH:33][cH:34][cH:35]1Participants
9
Reactant 8
HCID 175Acetate2×
HCID 813Potassium Cation2×
HCID 11776Triphenylphosphine
HCID 19660Carbonate Ion
HCID 312751,4-Dioxane
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 442031023-Bromo-2-fluorobenzamide
HCID 57813382[3-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)phenyl]boronic acidProduct 1
Sources & evidence
- ORD record
- ord-524d18c754044a91965d90b49e90b9fc
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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