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

HRID 1490858Notes

Reaction equation

HRID 1490858 reaction equation
CCCCCCN(CCCCCC)C(=O)c1ccccc1C(F)(F)F>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1CC(C)(C)OB(B2OC(C)CC(C)(C)O2)O1.C[OH2+].C[OH2+].Cc1ccc(C)cc1.[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 29%HCID 178444786HCID 178444786, compoundYield 27%

Reagents, catalysts & solvents 4

HCID 2734616Bis(hexylene Glycolato)diboronReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-5a5f1209465342a0841cc4b7df0292b6
Source dataset
Borylation dataset from Roche

Reaction notes

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