4-tert-Butylphenylboronic acid → HCID 90115601, compound

HRID 2205132Notes

Reaction equation

HRID 2205132 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:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]>>[C:22]([C:26]1[CH:31]=[CH:30][C:29]([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:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 86667202Methyl 3-bromo-2-phenylquinoxaline-6-carboxylate

Product 1

HCID 90115601HCID 90115601, compound

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-tert-butylphenylboronic acid (83 mg, 0.47 mmol, 1.50 equiv) as reactants. Purification via prep-TLC resulted in 30 mg (27%) of 3-(4-tert-butylphenyl)-2-phenylquinoxaline-6-carboxylic acid as a white solid.

Workup

  1. customThe product was obtained via a Suzuki coupling reaction
  2. customPurification
  3. customvia prep-TLC resulted in 30 mg (27%) of 3-(4-tert-butylphenyl)-2-phenylquinoxaline-6-carboxylic acid as a white solid

Sources & evidence

ORD record
ord-e9b8fd3f471e45e59323756592673cdf
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

Loading…