HCID 3486232, compound → 2-bromo-N,N-dihexyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

HRID 1490836Notes

Reaction equation

HRID 1490836 reaction equation
CCCCCCN(CCCCCC)C(=O)c1ccccc1Br>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]>CCCCCCN(CCCCCC)C(=O)c1cc(B2OC(C)(C)C(C)(C)O2)ccc1Br.CCCCCCN(CCCCCC)C(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1Br

Participants

7

Reactant 1

HCID 3486232HCID 3486232, compound

Product 2

HCID 918207552-bromo-N,N-dihexyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideYield 31%HCID 1408473452-bromo-N,N-dihexyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideYield 66%

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-4533d3297af341a38ce19c7e0d5ce2b3
Source dataset
Borylation dataset from Roche

Reaction notes

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