Pyrimidine → Pyrimidine-5-boronic acid, pinacol ester

HRID 1490451Notes

Reaction equation

HRID 1490451 reaction equation
c1cncnc1>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(c2cncnc2)OC1(C)C

Participants

6

Reactant 1

HCID 9260Pyrimidine

Product 1

HCID 4192667Pyrimidine-5-boronic acid, pinacol esterYield 14%

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-78b58e0b90c04617962d5f11f826e8b8
Source dataset
Borylation dataset from Roche

Reaction notes

Loading…