2-Cyanopyrimidine → 2-Cyanopyrimidine-5-boronic acid pinacol ester

HRID 1490455Notes

Reaction equation

HRID 1490455 reaction equation
N#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]>CC1(C)OB(c2cnc(C#N)nc2)OC1(C)C

Participants

6

Reactant 1

HCID 27579792-Cyanopyrimidine

Product 1

HCID 164142762-Cyanopyrimidine-5-boronic acid pinacol esterYield 54%

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-4cfd00d900f3405a98cfa5f120fbab61
Source dataset
Borylation dataset from Roche

Reaction notes

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