1-Methylpyrrole → 1-Methyl-1H-pyrrole-2-boronic acid, pinacol ester

HRID 1490644Notes

Reaction equation

HRID 1490644 reaction equation
Cn1cccc1>CC1(C)OBOC1(C)C.CC[NH+](CC)c1ccccc1[B-](F)(F)F>Cn1ccc(B2OC(C)(C)C(C)(C)O2)c1.Cn1cccc1B1OC(C)(C)C(C)(C)O1

Participants

5

Reactant 1

HCID 73041-Methylpyrrole

Product 2

HCID 441187731-Methyl-1H-pyrrole-2-boronic acid, pinacol esterYield 91%HCID 532171481-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrroleYield 2%

Reagents, catalysts & solvents 2

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 139125631[2-(Diethylazaniumyl)phenyl]-trifluoroboranuideCatalyst

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-17454c9359b344d689e48e8a67a3b3b9
Source dataset
Borylation dataset from Roche

Reaction notes

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