Benzamide, N,N-dihexyl-2-trifluoromethyl- → N,N-dihexyl-2-(trifluoromethyl)-5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)benzamide

HRID 1490857Notes

Reaction equation

HRID 1490857 reaction equation
CCCCCCN(CCCCCC)C(=O)c1ccccc1C(F)(F)F>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1CC(C)(C)OB(B2OC(C)CC(C)(C)O2)O1.C[OH2+].C[OH2+].Cc1ccc(C)cc1.O=C(Nc1ccccc1-c1ccc(-c2ccccn2)nc1)NC1CCCCC1.[Ir].[Ir]>CCCCCCN(CCCCCC)C(=O)c1cc(B2OC(C)CC(C)(C)O2)ccc1C(F)(F)F.CCCCCCN(CCCCCC)C(=O)c1ccc(B2OC(C)CC(C)(C)O2)cc1C(F)(F)F

Participants

7

Reactant 1

HCID 533223Benzamide, N,N-dihexyl-2-trifluoromethyl-

Product 2

HCID 122390934N,N-dihexyl-2-(trifluoromethyl)-5-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)benzamideYield 64%HCID 178444786HCID 178444786, compoundYield 13%

Reagents, catalysts & solvents 4

HCID 2734616Bis(hexylene Glycolato)diboronReagentHCID 91820779HCID 91820779, compoundReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-1cdf24be1d9641f9a53b3e31a3f665d5
Source dataset
Borylation dataset from Roche

Reaction notes

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