Ethyl 2-pyridylacetate → Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetate

HRID 1490883Notes

Reaction equation

HRID 1490883 reaction equation
CCOC(=O)Cc1ccccn1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.O=C(Nc1ccc(C(F)(F)F)cc1)Nc1ccccc1-c1ccc(-c2ccccn2)nc1.[Ir].[Ir]>CCOC(=O)Cc1cc(B2OC(C)(C)C(C)(C)O2)ccn1.CCOC(=O)Cc1ccc(B2OC(C)(C)C(C)(C)O2)cn1

Participants

7

Reactant 1

HCID 75960Ethyl 2-pyridylacetate

Product 2

HCID 91820777Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetateYield 59%HCID 130115871Ethyl 2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetateYield 40%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 918207811-(2-([2,2'-Bipyridin]-5-yl)phenyl)-3-(4-(trifluoromethyl)phenyl)ureaReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-af90c5df9b774d419b8d66d2861e668c
Source dataset
Borylation dataset from Roche

Reaction notes

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