N-(2,3,5,6-Tetrafluoro-4-(trifluoromethyl)phenyl)benzamide → N-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

HRID 1491187

Reaction equation

HRID 1491187 reaction equation
O=C(Nc1c(F)c(F)c(C(F)(F)F)c(F)c1F)c1ccccc1>CC#N.CC(=O)O.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.O=S(=O)(O)C(F)(F)F.O=S(=O)(O)OOS(=O)(=O)O.[K].[Na].[Pd]>CC1(C)OB(c2ccccc2C(=O)Nc2c(F)c(F)c(C(F)(F)F)c(F)c2F)OC1(C)C

Participants

7

Reactant 1

HCID 86708425N-(2,3,5,6-Tetrafluoro-4-(trifluoromethyl)phenyl)benzamide

Product 1

HCID 101557522N-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideYield 18%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 43835029CID 43835029ReagentHCID 45051934Methanesulfonic acid, 1,1,1-trifluoro-, sodium salt (1:1)ReagentHCID 587591933375-31-3CatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-d4dbc684ee534545b1a6096ff625f8be
Source dataset
Borylation dataset from Roche

Linked notes

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