Potassium Phosphate, Tribasic → 4-(Pyridin-3-yl)-2-nitroaniline

HRID 900016Notes

Reaction equation

HRID 900016 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14](B(O)O)[CH:13]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C>[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=2)[CH:13]=1

Participants

5

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 701324-Bromo-2-nitroanilineHCID 27343783-Pyridinylboronic acid

Product 1

HCID 104658594-(Pyridin-3-yl)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-bromo-2-nitroaniline (217 mg, 1 mmol) in DMF (6 mL) was added 3-pyridine boronic acid (148 mg, 1.2 mmol), potassium phosphate (276 mg, 1.3 mmol), and dichloro(diphenylphosphinoferrocene)palladium (75 mg, 0.1 mmol).

Sources & evidence

ORD record
ord-c822a0cdce664f34806046317ae8551c
Source dataset
uspto-grants-2008_04
Patent number
USRE040245E1

Reaction notes

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