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

HRID 1490853
Notes
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Reaction equation

HRID 1490853 reaction equation
O=C(c1ccccc1Br)N1CCOCC1>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(Nc1ccccc1-c1ccc(-c2ccccn2)nc1)NC1CCCCC1.[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
ParticipantsConditionsSources & evidenceReaction notes

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 73%HCID 140847350[2-Bromo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-morpholin-4-ylmethanoneYield 22%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 91820779HCID 91820779, compoundReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-5de16a0a2347498fb782c40075a5c6b9
Source dataset
Borylation dataset from Roche
DOI
10.1038/nchem.2322

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes