1-Bromo-2-iodobenzene → HCID 21845912, compound

HRID 619825Notes

Reaction equation

HRID 619825 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[N:3]=1.C([Li])CCC.I[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Br:22]>C1COCC1>[CH3:9][O:8][C:4]1[N:3]=[C:2]([C:20]2[CH:19]=[CH:18][C:17]([Br:22])=[CH:16][CH:21]=2)[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 114151-Bromo-2-iodobenzeneHCID 2568102-Bromo-6-methoxypyridineHCID 178418339Butyllithium

Product 1

HCID 21845912HCID 21845912, compoundYield 44.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Bromo-6-methoxypyridine (3 g, 17 mmol) is treated as described in EXAMPLE 53, Part A with n-butyl lithium (10.6 mL of a 1.6 M solution in THF, 17 mmol) and iodobromobenzene (4.8 g, 17 mmol). The crude product is purified by chromatography (5% EtOAc/hexanes) to obtain the title compound (2 g, 7.6 mmol).

Workup

  1. customThe crude product is purified by chromatography (5% EtOAc/hexanes)

Sources & evidence

ORD record
ord-baa0fb1910514879b7b92decd0e08265
Source dataset
uspto-grants-1999_09
Patent number
US05958918

Reaction notes

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