Benzoylpiperidine → (3-(Piperidine-1-carbonyl)phenyl)boronic acid pinacol ester

HRID 1490852Notes

Reaction equation

HRID 1490852 reaction equation
O=C(c1ccccc1)N1CCCCC1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.[Ir].[Ir]>CC1(C)OB(c2ccc(C(=O)N3CCCCC3)cc2)OC1(C)C.CC1(C)OB(c2cccc(C(=O)N3CCCCC3)c2)OC1(C)C

Participants

7

Reactant 1

HCID 69892Benzoylpiperidine

Product 2

HCID 16218322(4-(Piperidine-1-carbonyl)phenyl) boronic acid pinacol esterYield 16%HCID 46739027(3-(Piperidine-1-carbonyl)phenyl)boronic acid pinacol esterYield 24%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-dff4ffc4a40445daaef0aec834836248
Source dataset
Borylation dataset from Roche

Reaction notes

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