Acetate → 3'-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-fluoro-3-biphenylcarbonitrile

HRID 2348484Notes

Reaction equation

HRID 2348484 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[cH:7][c:8]([F:10])[cH:9]1.[CH3:36][C:37]([CH3:38])([CH3:39])[Si:40]([O:41][CH2:42][c:43]1[cH:44][c:45]([B:49]([OH:50])[OH:51])[cH:46][cH:47][cH:48]1)([CH3:52])[CH3:53].[K+:30].[K+:31].[O-:32][C:33]([O-:34])=[O:35].[O-:61][C:62]([CH3:63])=[O:64].[O-:65][C:66]([CH3:67])=[O:68].[O:54]1[CH2:55][CH2:56][O:57][CH2:58][CH2:59]1.[Pd+2:60].[c:11]1([P:12]([c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27][cH:28][cH:29]1>>[c:2]1(-[c:45]2[cH:44][c:43]([CH2:42][O:41][Si:40]([C:37]([CH3:36])([CH3:38])[CH3:39])([CH3:52])[CH3:53])[cH:48][cH:47][cH:46]2)[cH:3][c:4]([C:5]#[N:6])[cH:7][c:8]([F:10])[cH:9]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27833303-Bromo-5-fluorobenzonitrileHCID 57813382[3-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)phenyl]boronic acid

Product 1

HCID 578132973'-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-fluoro-3-biphenylcarbonitrile

Sources & evidence

ORD record
ord-5a022dd847454995b16c006a532a49a4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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