(2-Bromophenyl)(morpholino)methanone → [2-Bromo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-morpholin-4-ylmethanone

HRID 1490854Notes

Reaction equation

HRID 1490854 reaction equation
O=C(c1ccccc1Br)N1CCOCC1>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(Br)c(C(=O)N3CCOCC3)c2)OC1(C)C.CC1(C)OB(c2ccc(C(=O)N3CCOCC3)c(Br)c2)OC1(C)C

Participants

7

Reactant 1

HCID 532184(2-Bromophenyl)(morpholino)methanone

Product 2

HCID 91820756(2-Bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)(morpholino)methanoneYield 2%HCID 140847350[2-Bromo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-morpholin-4-ylmethanoneYield 3%

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-4bb66224fa594d78924604a0f64cd160
Source dataset
Borylation dataset from Roche

Reaction notes

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