Potassium Phosphate, Tribasic → HCID 57787133, compound

HRID 2426777Notes

Reaction equation

HRID 2426777 reaction equation
[C:1]([Si:5]([O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12](B2OC(C)(C)C(C)(C)O2)=[C:11]([CH3:25])[CH:10]=1)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].Br[C:27]1[C:28]([CH3:43])=[C:29]([CH:40]=[CH:41][CH:42]=1)[CH2:30][O:31][C:32]1[CH:39]=[CH:38][C:35]([CH:36]=[O:37])=[CH:34][N:33]=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:5]([O:8][C:9]1[CH:10]=[C:11]([CH3:25])[C:12]([C:27]2[CH:42]=[CH:41][CH:40]=[C:29]([CH2:30][O:31][C:32]3[CH:39]=[CH:38][C:35]([CH:36]=[O:37])=[CH:34][N:33]=3)[C:28]=2[CH3:43])=[C:13]([CH3:15])[CH:14]=1)([C:1]([CH3:2])([CH3:3])[CH3:4])([CH3:6])[CH3:7]

Participants

8

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 57422599HCID 57422599, compoundHCID 57787358HCID 57787358, compound

Product 1

HCID 57787133HCID 57787133, compound

Reagents, catalysts & solvents 3

HCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

In an atmosphere of nitrogen, a mixture of tert-butyl [3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]dimethylsilane, 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 3 days to obtain 6-[(4′-{[tert-butyl(dimethyl)silyl]oxy}-2,2′,6′-trimethylbiphenyl-3-yl)methoxy]nicotinaldehyde.

Sources & evidence

ORD record
ord-102a3c83c8504878a1fa3565fb45206c
Source dataset
uspto-grants-2011_06
Patent number
US07968552B2

Reaction notes

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