Potassium Phosphate, Tribasic → HCID 57787402, compound

HRID 2426776Notes

Reaction equation

HRID 2426776 reaction equation
[Si:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](B(O)O)=[C:11]([CH3:18])[CH:10]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Br[C:20]1[C:21]([CH3:36])=[C:22]([CH:33]=[CH:34][CH:35]=1)[CH2:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH:29]=[O:30])=[CH:27][N:26]=1.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(OC)=CC=CC=2OC)CCCCC1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.C1(C)C=CC=CC=1>[Si:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:20]2[CH:35]=[CH:34][CH:33]=[C:22]([CH2:23][O:24][C:25]3[CH:32]=[CH:31][C:28]([CH:29]=[O:30])=[CH:27][N:26]=3)[C:21]=2[CH3:36])=[C:11]([CH3:18])[CH:10]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

8

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 21107088B-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-methylphenyl]boronic acidHCID 57787358HCID 57787358, compound

Product 1

HCID 57787402HCID 57787402, compound

Reagents, catalysts & solvents 3

HCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

In an atmosphere of nitrogen, a mixture of (4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylphenyl)boronic acid, 6-[(3-bromo-2-methylbenzyl)oxy]nicotinaldehyde, palladium acetate, dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine, tripotassium phosphate, toluene and water was stirred with heating at 60° C. for 2 days to obtain 6-[(4′-{[tert-butyl(dimethyl)silyl]oxy}-2,2′-dimethylbiphenyl-3-yl)methoxy]nicotinaldehyde.

Sources & evidence

ORD record
ord-c1670cb36bc442fca6ee72adedc94057
Source dataset
uspto-grants-2011_06
Patent number
US07968552B2

Reaction notes

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