(Pyridin-4-yl)boronic acid → HCID 86718111, compound

HRID 2205112Notes

Reaction equation

HRID 2205112 reaction equation
Br[C:2]1[C:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=2.[N:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[C:16]1([C:3]2[C:2]([C:25]3[CH:26]=[CH:27][N:22]=[CH:23][CH:24]=3)=[N:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([C:12]([OH:14])=[O:13])[CH:9]=3)[N:4]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 86667202Methyl 3-bromo-2-phenylquinoxaline-6-carboxylate

Product 1

HCID 86718111HCID 86718111, compoundYield 31.6%

Procedure

The product was obtained via a Suzuki coupling reaction using the method previously shown in Example 20, Step 3, with methyl 3-bromo-2-phenylquinoxaline-6-carboxylate (100 mg, 0.29 mmol, 1.00 equiv) and pyridin-4-yl boronic acid (54 mg, 0.44 mmol, 1.50 equiv) as reactants. Purification by Prep-TLC (silica gel) yielded 30 mg (30%) of 2-phenyl-3-(pyridin-4-yl)quinoxaline-6-carboxylic acid as a white solid.

Workup

  1. customThe product was obtained via a Suzuki coupling reaction
  2. customPurification by Prep-TLC (silica gel)

Sources & evidence

ORD record
ord-e377ce8d85914dc0a997f3f9d1573e45
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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