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Benzamide, N,N-dihexyl-2-trifluoromethyl- → N,N-dihexyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)benzamide

HRID 1490840
Notes
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Reaction equation

HRID 1490840 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.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.[Ir].[Ir]>CCCCCCN(CCCCCC)C(=O)c1cc(B2OC(C)(C)C(C)(C)O2)ccc1C(F)(F)F
ParticipantsConditionsSources & evidenceReaction notes

Participants

6

Reactant 1

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

Product 1

HCID 91820762N,N-dihexyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)benzamideYield 46%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-ecdf5d9596e340d385606cf3bd79ec81
Source dataset
Borylation dataset from Roche
DOI
10.1038/nchem.2322

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes