3-(Trifluoromethyl)pyrazole → 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole

HRID 1490468Notes

Reaction equation

HRID 1490468 reaction equation
FC(F)(F)c1cc[nH]n1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>CC1(C)OB(c2cc(C(F)(F)F)n[nH]2)OC1(C)C

Participants

6

Reactant 1

HCID 18070343-(Trifluoromethyl)pyrazole

Product 1

HCID 722134485-(tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazoleYield 59%

Reagents, catalysts & solvents 4

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-61d61543df294f7bab9782933450500a
Source dataset
Borylation dataset from Roche

Reaction notes

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