4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 2-(Trifluoromethyl)pyridine-4-boronic acid, pinacol ester

HRID 2418903

Reaction equation

HRID 2418903 reaction equation
CC1(C)OB(c2ccncc2)OC1(C)C.O=S(O)C(F)(F)F.[Zn]>CC(C)(C)OO.ClCCl.O>CC1(C)OB(c2ccnc(C(F)(F)F)c2)OC1(C)C.N#Cc1ncc(C(F)(F)F)cn1

Participants

7

Reactant 2

HCID 27346484-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 89601280CID 89601280

Product 2

HCID 457857082-(Trifluoromethyl)pyridine-4-boronic acid, pinacol esterYield 50%HCID 534183285-(Trifluoromethyl)pyrimidine-2-carbonitrileYield 31%

Reagents, catalysts & solvents 3

HCID 6410tert-Butyl hydroperoxideReagentHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Sources & evidence

ORD record
ord-872cd33066aa40a991c46777b535e5b7
Source dataset
Minisci dataset from Roche

Linked notes

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