4-Carboxyphenylboronic Acid → HCID 86718121, compound

HRID 2205134Notes

Reaction equation

HRID 2205134 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.[C:22]([C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1)([OH:24])=[O:23]>>[C:22]([C:25]1[CH:30]=[CH:29][C:28]([C:2]2[C:3]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[N:4][C:5]3[C:10]([N:11]=2)=[CH:9][C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=3)=[CH:27][CH:26]=1)([OH:24])=[O:23]

Participants

3

Reactant 2

HCID 3121834-Carboxyphenylboronic AcidHCID 86667202Methyl 3-bromo-2-phenylquinoxaline-6-carboxylate

Product 1

HCID 86718121HCID 86718121, compoundYield 19.6%

Procedure

The product was obtained via a Suzuki coupling reaction using the method previously shown in Example 20, Step 3, using methyl 3-bromo-2-phenylquinoxaline-6-carboxylate (100 mg, 0.29 mmol, 1.00 equiv) and 4-carboxyphenylboronic acid (73 mg, 0.44 mmol, 1.50 equiv) as reactants. Purification by prep-TLC yielded 21 mg (19%) of 3-(4-carboxyphenyl)-2-phenylquinoxaline-6-carboxylic acid as a white solid.

Workup

  1. customThe product was obtained via a Suzuki coupling reaction
  2. customPurification

Sources & evidence

ORD record
ord-2ec446ce67d14ebc91d052a413d21ee4
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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