4-Ethoxyphenylboronic acid → HCID 86718106, compound

HRID 2205105Notes

Reaction equation

HRID 2205105 reaction equation
Cl[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][CH3:15])=[O:13])=[CH:7][CH:6]=2.[CH2:22]([O:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1)[CH3:23]>>[CH2:22]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:2]2[C:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:4][C:5]3[C:10]([N:11]=2)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=3)=[CH:27][CH:26]=1)[CH3:23]

Participants

3

Reactant 2

HCID 27343514-Ethoxyphenylboronic acidHCID 77231183Methyl 3-chloro-2-phenylquinoxaline-6-carboxylate

Product 1

HCID 86718106HCID 86718106, compoundYield 43%

Procedure

The ester product was obtained via a Suzuki coupling reaction using the method previously shown in Example 13, Step 6, with methyl 3-chloro-2-phenylquinoxaline-6-carboxylate (100 mg, 0.34 mmol, 1.00 equiv) and 4-ethoxyphenylboronic acid (61 mg, 0.37 mmol, 1.10 equiv) As reactants. Purification via silica gel column (ethyl acetate/petroleum ether (1:5)) yielded 55 mg (43%) of methyl 3-(4-ethoxyphenyl)-2-phenylquinoxaline-6-carboxylate as a yellow powder.

Workup

  1. customPurification via silica gel column (ethyl acetate/petroleum ether (1:5))

Sources & evidence

ORD record
ord-907b6c8b3cc64a99b73b5ad3ae0e7c27
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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