Ethyl 2-pyridinecarboxylate → Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate

HRID 1490724Notes

Reaction equation

HRID 1490724 reaction equation
CCOC(=O)c1ccccn1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)O.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].O=c1ccc2cccc(-c3ccc(-c4ccccn4)nc3)c2[nH]1.[Ir].[Ir].[K]>CCOC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cn1

Participants

7

Reactant 1

HCID 17307Ethyl 2-pyridinecarboxylate

Product 1

HCID 9970710Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinateYield 77%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 86639980Potassium tert-butoxideReagentHCID 1646813858-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-oneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-a59bcab4b64c4ea8994eeb2cfcc415f2
Source dataset
Borylation dataset from Roche

Reaction notes

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