2-Methylpyrimidine → 2-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

HRID 1490453Notes

Reaction equation

HRID 1490453 reaction equation
Cc1ncccn1>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]>Cc1ncc(B2OC(C)(C)C(C)(C)O2)cn1

Participants

6

Reactant 1

HCID 787482-Methylpyrimidine

Product 1

HCID 457872822-Methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidineYield 38%

Reagents, catalysts & solvents 4

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

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-2861cd0307b0413893750a1d4f884af4
Source dataset
Borylation dataset from Roche

Reaction notes

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