Phenylboronic Acid → HCID 22341539, compound

HRID 584999Notes

Reaction equation

HRID 584999 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10](I)[CH:11]=1)[C:5]([NH:7][CH3:8])=[O:6].[C:13]1(B(O)O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([NH:7][CH3:8])=[O:6])[CH:9]=[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 22341476HCID 22341476, compound

Product 1

HCID 22341539HCID 22341539, compound

Procedure

In a manner similar to that of Example 1(e), by reacting 4.9 g (14 mmol) of 3-bromo-5-iodo-N-methyl-benzamide and 1.93 g (15.8 mmol) of phenylboronic acid, and after purification by chromatography on a column of silica eluted with a heptane/ethyl acetate mixture(8/2), 2.1 g (50%) of the expected product are obtained in the form of a white solid with a melting point of 132° C.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a heptane/ethyl acetate mixture(8/2), 2.1 g (50%) of the expected product
  3. customare obtained in the form of a white solid with a melting point of 132° C.

Sources & evidence

ORD record
ord-3d1e7b0f756c4e1f924d33ba5391a09f
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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